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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8)transporters (1) Show 9 proteins XML

enzymes (8)transporters (1) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:43 UTC

HMDB ID

HMDB0014728

Secondary Accession Numbers

HMDB14728

Metabolite Identification

Common Name

Doxazosin

Description

Doxazosin is a quinazoline-derivative that selectively antagonizes postsynaptic α₁-adrenergic receptors. It may be used to mild to moderate hypertension and in the management of symptomatic benign prostatic hyperplasia (BPH). α₁-Receptors mediate contraction and hypertrophic growth of smooth muscle cells. Antagonism of these receptors leads to smooth muscle relaxation in the peripheral vasculature and prostate gland.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

590
  Mrv0541 02231214472D          

 33 37  0  0  1  0            999 V2000
    3.8490    1.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8490   -0.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2777    2.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7615    0.3540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7615   -1.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    1.1589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1352   -0.9033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496   -2.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7064    1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7064   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2777    1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1352   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5639   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5639   -0.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3014    0.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972    1.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3014   -1.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487   -0.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487   -0.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    1.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    0.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7584    1.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4775   -0.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 19  1  0  0  0  0
  2 18  1  0  0  0  0
  2 21  1  0  0  0  0
  3 15  2  0  0  0  0
  4 28  1  0  0  0  0
  4 32  1  0  0  0  0
  5 29  1  0  0  0  0
  5 33  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  6 15  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  7 17  1  0  0  0  0
  8 17  2  0  0  0  0
  8 20  1  0  0  0  0
  9 17  1  0  0  0  0
  9 23  2  0  0  0  0
 10 23  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 19 21  1  0  0  0  0
 19 25  2  0  0  0  0
 20 22  1  0  0  0  0
 20 24  2  0  0  0  0
 21 27  2  0  0  0  0
 22 23  1  0  0  0  0
 22 26  2  0  0  0  0
 24 28  1  0  0  0  0
 25 30  1  0  0  0  0
 26 29  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  2  0  0  0  0
M  END

HMDB0257073
     RDKit          3D
R-Doxazosin
 58 62  0  0  0  0  0  0  0  0999 V2000
    7.0347   -2.5223    1.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2323   -1.2618    0.5061 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -0.4968    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320   -0.9019    0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7709   -0.0639    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4958   -0.4170    0.3503 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798    0.3945    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -0.0495    0.2971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -1.3370    0.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -2.1300   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837   -1.4368   -0.1881 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3435   -2.2365   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1831   -3.5037   -0.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7257   -1.7642   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6532   -2.4660    0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8567   -1.7802    0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0114   -0.4124    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1651    0.2366    1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2893    1.6088    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2639    2.3339    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1326    1.6729   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9783    0.3034    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8601   -0.3718   -0.3791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2837   -0.0121   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045    0.7346   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7051    1.5970   -0.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9532    2.0118   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343    3.2642   -1.4507 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    1.1594   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961    1.5642   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3479    0.7351   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6439    1.1266   -0.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8686    2.3793   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4859   -3.2142    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0183   -3.0023    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3968   -2.4467    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6410   -1.8480    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -1.1548    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772   -1.8787    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -2.0368   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050   -3.1715    0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0911   -2.0768   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9209   -3.4976    0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0911   -2.5816    1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9493   -0.3669    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1995    2.0669    1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3934    3.4024    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148    2.2196   -0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915    0.3849   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9393    0.3285    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429    1.3036   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0496    1.5469    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097    4.1837   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    3.2643   -2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4373    2.5178   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3634    3.1453   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3572    2.3696   -2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257    2.5836   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
  7 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 31  3  1  0
 29  5  1  0
 25  8  1  0
 23 14  1  0
 22 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 28 53  1  0
 28 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END

590
  Mrv0541 02231214472D          

 33 37  0  0  1  0            999 V2000
    3.8490    1.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8490   -0.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2777    2.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7615    0.3540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7615   -1.3356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    1.1589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1352   -0.9033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496   -2.1406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7064    1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7064   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2777    1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1352   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346    1.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5639   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5639   -0.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8496   -1.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3014    0.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972    1.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3014   -1.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3972   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487   -0.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0487   -0.9204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    1.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498    0.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7584    1.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4775   -0.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  1 19  1  0  0  0  0
  2 18  1  0  0  0  0
  2 21  1  0  0  0  0
  3 15  2  0  0  0  0
  4 28  1  0  0  0  0
  4 32  1  0  0  0  0
  5 29  1  0  0  0  0
  5 33  1  0  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  6 15  1  0  0  0  0
  7 13  1  0  0  0  0
  7 14  1  0  0  0  0
  7 17  1  0  0  0  0
  8 17  2  0  0  0  0
  8 20  1  0  0  0  0
  9 17  1  0  0  0  0
  9 23  2  0  0  0  0
 10 23  1  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 19 21  1  0  0  0  0
 19 25  2  0  0  0  0
 20 22  1  0  0  0  0
 20 24  2  0  0  0  0
 21 27  2  0  0  0  0
 22 23  1  0  0  0  0
 22 26  2  0  0  0  0
 24 28  1  0  0  0  0
 25 30  1  0  0  0  0
 26 29  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014728

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)

> <INCHI_KEY>
RUZYUOTYCVRMRZ-UHFFFAOYSA-N

> <FORMULA>
C23H25N5O5

> <MOLECULAR_WEIGHT>
451.4751

> <EXACT_MASS>
451.185568935

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
46.62580411751166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[4-(2,3-dihydro-1,4-benzodioxine-2-carbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
2.135759032

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.670158425830397

> <JCHEM_PKA_STRONGEST_BASIC>
7.242945028523192

> <JCHEM_POLAR_SURFACE_AREA>
112.27000000000001

> <JCHEM_REFRACTIVITY>
121.63830000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
doxazosin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257073
     RDKit          3D
R-Doxazosin
 58 62  0  0  0  0  0  0  0  0999 V2000
    7.0347   -2.5223    1.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2323   -1.2618    0.5061 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -0.4968    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320   -0.9019    0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7709   -0.0639    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4958   -0.4170    0.3503 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798    0.3945    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -0.0495    0.2971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -1.3370    0.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -2.1300   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837   -1.4368   -0.1881 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3435   -2.2365   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1831   -3.5037   -0.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7257   -1.7642   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6532   -2.4660    0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8567   -1.7802    0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0114   -0.4124    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1651    0.2366    1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2893    1.6088    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2639    2.3339    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1326    1.6729   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9783    0.3034    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8601   -0.3718   -0.3791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2837   -0.0121   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045    0.7346   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7051    1.5970   -0.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9532    2.0118   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343    3.2642   -1.4507 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    1.1594   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961    1.5642   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3479    0.7351   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6439    1.1266   -0.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8686    2.3793   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4859   -3.2142    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0183   -3.0023    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3968   -2.4467    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6410   -1.8480    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -1.1548    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772   -1.8787    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -2.0368   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050   -3.1715    0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0911   -2.0768   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9209   -3.4976    0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0911   -2.5816    1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9493   -0.3669    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1995    2.0669    1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3934    3.4024    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148    2.2196   -0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915    0.3849   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9393    0.3285    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429    1.3036   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0496    1.5469    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097    4.1837   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    3.2643   -2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4373    2.5178   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3634    3.1453   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3572    2.3696   -2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257    2.5836   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
  7 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 31  3  1  0
 29  5  1  0
 25  8  1  0
 23 14  1  0
 22 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 28 53  1  0
 28 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 590                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       7.185   2.933   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       7.185  -0.146   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       9.852   4.473   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      21.955   0.661   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      21.955  -2.493   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      11.185   2.163   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      13.852   0.624   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      16.519   0.624   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      15.186  -1.686   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      16.519  -3.996   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      12.519   2.933   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.185   0.624   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.852   2.163   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.519  -0.146   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.852   2.933   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.518   2.163   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.186  -0.146   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.518   0.624   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.851   2.163   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.853  -0.146   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.851   0.624   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.853  -1.686   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.519  -2.456   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.229   0.677   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.475   2.987   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.229  -2.509   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.475  -0.200   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.624  -0.114   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.624  -1.718   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.080   2.195   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.080   0.592   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.949   2.200   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      23.291  -1.729   0.000  0.00  0.00           C+0
CONECT    1   16   19                                                       
CONECT    2   18   21                                                       
CONECT    3   15                                                            
CONECT    4   28   32                                                       
CONECT    5   29   33                                                       
CONECT    6   11   12   15                                                  
CONECT    7   13   14   17                                                  
CONECT    8   17   20                                                       
CONECT    9   17   23                                                       
CONECT   10   23                                                            
CONECT   11    6   13                                                       
CONECT   12    6   14                                                       
CONECT   13    7   11                                                       
CONECT   14    7   12                                                       
CONECT   15    3    6   16                                                  
CONECT   16    1   15   18                                                  
CONECT   17    7    8    9                                                  
CONECT   18    2   16                                                       
CONECT   19    1   21   25                                                  
CONECT   20    8   22   24                                                  
CONECT   21    2   19   27                                                  
CONECT   22   20   23   26                                                  
CONECT   23    9   10   22                                                  
CONECT   24   20   28                                                       
CONECT   25   19   30                                                       
CONECT   26   22   29                                                       
CONECT   27   21   31                                                       
CONECT   28    4   24   29                                                  
CONECT   29    5   26   28                                                  
CONECT   30   25   31                                                       
CONECT   31   27   30                                                       
CONECT   32    4                                                            
CONECT   33    5                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0014728
HETATM    1  C1  UNL     1      -6.102   2.868   2.901  1.00  0.00           C  
HETATM    2  O1  UNL     1      -6.711   1.688   2.392  1.00  0.00           O  
HETATM    3  C2  UNL     1      -5.950   0.845   1.578  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.633   1.136   1.267  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.853   0.316   0.461  1.00  0.00           C  
HETATM    6  N1  UNL     1      -2.572   0.602   0.159  1.00  0.00           N  
HETATM    7  C5  UNL     1      -1.802  -0.184  -0.623  1.00  0.00           C  
HETATM    8  N2  UNL     1      -0.450   0.132  -0.933  1.00  0.00           N  
HETATM    9  C6  UNL     1       0.273  -0.773  -1.799  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.543  -0.104  -2.276  1.00  0.00           C  
HETATM   11  N3  UNL     1       2.304   0.168  -1.042  1.00  0.00           N  
HETATM   12  C8  UNL     1       3.539  -0.454  -0.876  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.954  -1.238  -1.794  1.00  0.00           O  
HETATM   14  C9  UNL     1       4.367  -0.224   0.338  1.00  0.00           C  
HETATM   15  C10 UNL     1       4.628   1.214   0.603  1.00  0.00           C  
HETATM   16  O3  UNL     1       5.947   1.370   1.107  1.00  0.00           O  
HETATM   17  C11 UNL     1       7.009   0.751   0.455  1.00  0.00           C  
HETATM   18  C12 UNL     1       8.241   1.312   0.256  1.00  0.00           C  
HETATM   19  C13 UNL     1       9.263   0.646  -0.402  1.00  0.00           C  
HETATM   20  C14 UNL     1       9.020  -0.623  -0.868  1.00  0.00           C  
HETATM   21  C15 UNL     1       7.792  -1.218  -0.686  1.00  0.00           C  
HETATM   22  C16 UNL     1       6.791  -0.549  -0.033  1.00  0.00           C  
HETATM   23  O4  UNL     1       5.519  -1.035   0.212  1.00  0.00           O  
HETATM   24  C17 UNL     1       1.675   1.077  -0.087  1.00  0.00           C  
HETATM   25  C18 UNL     1       0.222   1.304  -0.428  1.00  0.00           C  
HETATM   26  N4  UNL     1      -2.383  -1.296  -1.102  1.00  0.00           N  
HETATM   27  C19 UNL     1      -3.655  -1.650  -0.846  1.00  0.00           C  
HETATM   28  N5  UNL     1      -4.203  -2.840  -1.386  1.00  0.00           N  
HETATM   29  C20 UNL     1      -4.427  -0.836  -0.046  1.00  0.00           C  
HETATM   30  C21 UNL     1      -5.750  -1.134   0.264  1.00  0.00           C  
HETATM   31  C22 UNL     1      -6.505  -0.306   1.065  1.00  0.00           C  
HETATM   32  O5  UNL     1      -7.820  -0.621   1.360  1.00  0.00           O  
HETATM   33  C23 UNL     1      -8.400  -1.803   0.837  1.00  0.00           C  
HETATM   34  H1  UNL     1      -5.256   2.551   3.535  1.00  0.00           H  
HETATM   35  H2  UNL     1      -6.811   3.528   3.400  1.00  0.00           H  
HETATM   36  H3  UNL     1      -5.715   3.411   2.010  1.00  0.00           H  
HETATM   37  H4  UNL     1      -4.192   2.045   1.673  1.00  0.00           H  
HETATM   38  H5  UNL     1       0.543  -1.651  -1.149  1.00  0.00           H  
HETATM   39  H6  UNL     1      -0.382  -1.081  -2.639  1.00  0.00           H  
HETATM   40  H7  UNL     1       2.119  -0.746  -2.946  1.00  0.00           H  
HETATM   41  H8  UNL     1       1.323   0.857  -2.749  1.00  0.00           H  
HETATM   42  H9  UNL     1       3.806  -0.648   1.213  1.00  0.00           H  
HETATM   43  H10 UNL     1       3.920   1.576   1.406  1.00  0.00           H  
HETATM   44  H11 UNL     1       4.540   1.836  -0.321  1.00  0.00           H  
HETATM   45  H12 UNL     1       8.417   2.318   0.632  1.00  0.00           H  
HETATM   46  H13 UNL     1      10.209   1.144  -0.526  1.00  0.00           H  
HETATM   47  H14 UNL     1       9.799  -1.189  -1.396  1.00  0.00           H  
HETATM   48  H15 UNL     1       7.576  -2.215  -1.043  1.00  0.00           H  
HETATM   49  H16 UNL     1       2.173   2.065  -0.140  1.00  0.00           H  
HETATM   50  H17 UNL     1       1.740   0.715   0.951  1.00  0.00           H  
HETATM   51  H18 UNL     1      -0.296   1.583   0.532  1.00  0.00           H  
HETATM   52  H19 UNL     1       0.178   2.155  -1.145  1.00  0.00           H  
HETATM   53  H20 UNL     1      -5.128  -2.888  -1.862  1.00  0.00           H  
HETATM   54  H21 UNL     1      -3.662  -3.727  -1.309  1.00  0.00           H  
HETATM   55  H22 UNL     1      -6.134  -2.046  -0.165  1.00  0.00           H  
HETATM   56  H23 UNL     1      -7.972  -2.666   1.360  1.00  0.00           H  
HETATM   57  H24 UNL     1      -8.164  -1.920  -0.246  1.00  0.00           H  
HETATM   58  H25 UNL     1      -9.507  -1.782   0.896  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3
CONECT    3    4    4   31
CONECT    4    5   37
CONECT    5    6    6   29
CONECT    6    7
CONECT    7    8   26   26
CONECT    8    9   25
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   24
CONECT   12   13   13   14
CONECT   14   15   23   42
CONECT   15   16   43   44
CONECT   16   17
CONECT   17   18   18   22
CONECT   18   19   45
CONECT   19   20   20   46
CONECT   20   21   47
CONECT   21   22   22   48
CONECT   22   23
CONECT   24   25   49   50
CONECT   25   51   52
CONECT   26   27
CONECT   27   28   29   29
CONECT   28   53   54
CONECT   29   30
CONECT   30   31   31   55
CONECT   31   32
CONECT   32   33
CONECT   33   56   57   58
END

HMDB0257073
     RDKit          3D
R-Doxazosin
 58 62  0  0  0  0  0  0  0  0999 V2000
    7.0347   -2.5223    1.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2323   -1.2618    0.5061 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1205   -0.4968    0.1983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8320   -0.9019    0.4599 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7709   -0.0639    0.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4958   -0.4170    0.3503 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4798    0.3945    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -0.0495    0.2971 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0691   -1.3370    0.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8937   -2.1300   -0.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1837   -1.4368   -0.1881 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3435   -2.2365   -0.3191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1831   -3.5037   -0.3516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7257   -1.7642   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6532   -2.4660    0.5506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8567   -1.7802    0.7307 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0114   -0.4124    0.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1651    0.2366    1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2893    1.6088    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2639    2.3339    0.3614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1326    1.6729   -0.0700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9783    0.3034    0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8601   -0.3718   -0.3791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2837   -0.0121   -0.1468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0045    0.7346   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7051    1.5970   -0.5724 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9532    2.0118   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2343    3.2642   -1.4507 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939    1.1594   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2961    1.5642   -0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3479    0.7351   -0.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6439    1.1266   -0.6588 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8686    2.3793   -1.2702 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4859   -3.2142    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0183   -3.0023    1.3449 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3968   -2.4467    2.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6410   -1.8480    0.9228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -1.1548    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772   -1.8787    1.1351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3402   -2.0368   -1.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0050   -3.1715    0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0911   -2.0768   -1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9209   -3.4976    0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0911   -2.5816    1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9493   -0.3669    1.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1995    2.0669    1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3934    3.4024    0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3148    2.2196   -0.5205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7915    0.3849   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9393    0.3285    0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429    1.3036   -0.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0496    1.5469    0.7648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097    4.1837   -1.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    3.2643   -2.3222 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4373    2.5178   -1.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3634    3.1453   -0.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3572    2.3696   -2.2556 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9257    2.5836   -1.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 11 24  1  0
 24 25  1  0
  7 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 31  3  1  0
 29  5  1  0
 25  8  1  0
 23 14  1  0
 22 17  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
 19 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 24 50  1  0
 25 51  1  0
 25 52  1  0
 28 53  1  0
 28 54  1  0
 30 55  1  0
 33 56  1  0
 33 57  1  0
 33 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(4-Amino-6,7-dimethoxy-2-chinazolinyl)-4-(2,3-dihydro-1,4-benzodioxixin-2-ylcarbonyl)piperazin	ChEBI
1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-(1,4-benzodioxan-2-ylcarbonyl)piperazin	ChEBI
Doxazosina	ChEBI
Doxazosine	ChEBI
Doxazosinum	ChEBI
Cardura XL	Kegg
Doxazosin mesilate	HMDB
Alter brand OF doxazosin mesylate	MeSH, HMDB
Apogepha brand OF doxazosin mesylate	MeSH, HMDB
AstraZeneca brand OF doxazosin mesylate	MeSH, HMDB
Cardura	MeSH, HMDB
Ciclum brand OF doxazosin mesylate	MeSH, HMDB
combino Brand OF doxazosin mesylate	MeSH, HMDB
Doxa puren	MeSH, HMDB
Doxacor	MeSH, HMDB
Doxazosin al	MeSH, HMDB
Doxazosin findusfit	MeSH, HMDB
Doxazosina geminis	MeSH, HMDB
Geminis brand OF doxazosin mesylate	MeSH, HMDB
Gen doxazosin	MeSH, HMDB
Heumann brand OF doxazosin mesylate	MeSH, HMDB
Juta brand OF doxazosin mesylate	MeSH, HMDB
Jutalar	MeSH, HMDB
Kade brand OF doxazosin mesylate	MeSH, HMDB
Linden brand OF doxazosin mesylate	MeSH, HMDB
MTW Doxazosin	MeSH, HMDB
neo, Carduran	MeSH, HMDB
Stadapharm brand OF doxazosin	MeSH, HMDB
TAD brand OF doxazosin mesylate	MeSH, HMDB
Uriduct	MeSH, HMDB
FindusFit brand OF doxazosin mesylate	MeSH, HMDB
ratio-Doxazosin	MeSH, HMDB
Alfamedin	MeSH, HMDB
Almirall brand OF doxazosin mesylate	MeSH, HMDB
Alpharma brand OF doxazosin mesylate	MeSH, HMDB
Cantabria brand OF doxazosin mesylate	MeSH, HMDB
Diblocin	MeSH, HMDB
Doxatensa	MeSH, HMDB
Doxazosin mesylate	MeSH, HMDB
Doxazosin wolff	MeSH, HMDB
Doxazosin ratiopharm	MeSH, HMDB
Doxazosin-wolff	MeSH, HMDB
Doxazosin-ratiopharm	MeSH, HMDB
Doxazosina normon	MeSH, HMDB
Doxazosina pharmagenus	MeSH, HMDB
Genpharm brand OF doxazosin mesylate	MeSH, HMDB
Hexal brand OF doxazosin mesylate	MeSH, HMDB
Merck dura brand OF doxazosin mesylate	MeSH, HMDB
Monohydrochloride, doxazosin	MeSH, HMDB
novo Doxazosin	MeSH, HMDB
Progandol neo	MeSH, HMDB
Q-Pharm brand OF doxazosin mesylate	MeSH, HMDB
Zoxan	MeSH, HMDB
CT-Arzneimittel brand OF doxazosin mesylate	MeSH, HMDB
Doxazosin von CT	MeSH, HMDB
Aliud brand OF doxazosin mesylate	MeSH, HMDB
Apotex brand OF doxazosin mesylate	MeSH, HMDB
Cardular	MeSH, HMDB
Carduran neo	MeSH, HMDB
Cinfa brand OF doxazosin mesylate	MeSH, HMDB
Doxagamma	MeSH, HMDB
Doxazosin heumann	MeSH, HMDB
Doxazosin monohydrochloride	MeSH, HMDB
Doxazosin beta	MeSH, HMDB
Doxazosina combino pharm	MeSH, HMDB
Doxazosina ratiopharm	MeSH, HMDB
Doxazosina ur	MeSH, HMDB
Gen-doxazosin	MeSH, HMDB
MTW-Doxazosin	MeSH, HMDB
Normon brand OF doxazosin mesylate	MeSH, HMDB
Ratiopharm brand OF doxazosin mesylate	MeSH, HMDB
Solvay brand OF doxazosin mesylate	MeSH, HMDB
ratio Doxazosin	MeSH, HMDB
1 (4-amino-6,7-Dimethoxy-2-quinazolinyl)-4-((2,3-dihydro-1,4-benzodioxin-2-yl)carbonyl)piperazine	MeSH, HMDB
apo Doxazosin	MeSH, HMDB
apo-Doxazosin	MeSH, HMDB
Azupharma brand OF doxazosin mesylate	MeSH, HMDB
Carduran	MeSH, HMDB
Doxa-puren	MeSH, HMDB
DoxaUro	MeSH, HMDB
Doxamax	MeSH, HMDB
Doxazomerck	MeSH, HMDB
Doxazosin azu	MeSH, HMDB
Doxazosin apogepha	MeSH, HMDB
Doxazosin klast	MeSH, HMDB
Doxazosin stada	MeSH, HMDB
Doxazosina alter	MeSH, HMDB
Doxazosina cinfa	MeSH, HMDB
MTW Brand OF doxazosin mesylate	MeSH, HMDB
Mesylate, doxazosin	MeSH, HMDB
novo-Doxazosin	MeSH, HMDB
Novopharm brand OF doxazosin mesylate	MeSH, HMDB
Pfizer brand OF doxazosin mesylate	MeSH, HMDB
Pharmagenus brand OF doxazosin mesylate	MeSH, HMDB
Q Pharm brand OF doxazosin mesylate	MeSH, HMDB
Ratiopharm, doxazosina	MeSH, HMDB
Wolff brand OF doxazosin mesylate	MeSH, HMDB
Wörwag brand OF doxazosin mesylate	MeSH, HMDB
Betapharm brand OF doxazosin mesylate	MeSH, HMDB
CT Arzneimittel brand OF doxazosin mesylate	MeSH, HMDB
Esparma brand OF doxazosin mesylate	MeSH, HMDB
CT, Doxazosin von	MeSH, HMDB
Von CT, doxazosin	MeSH, HMDB

Chemical Formula

C₂₃H₂₅N₅O₅

Average Molecular Weight

451.4751

Monoisotopic Molecular Weight

451.185568935

IUPAC Name

2-[4-(2,3-dihydro-1,4-benzodioxine-2-carbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine

Traditional Name

doxazosin

CAS Registry Number

74191-85-8

SMILES

COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1

InChI Identifier

InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)

InChI Key

RUZYUOTYCVRMRZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-arylpiperazines. These are organic compounds containing a piperazine ring where the nitrogen ring atom carries an aryl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

N-arylpiperazines

Alternative Parents

Substituents

N-arylpiperazine
Quinazolinamine
Diazanaphthalene
Benzo-1,4-dioxane
Benzodioxane
Quinazoline
Anisole
Dialkylarylamine
Alkyl aryl ether
Aminopyrimidine
Para-dioxin
Pyrimidine
Imidolactam
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Oxacycle
Azacycle
Carboxylic acid derivative
Ether
Organic oxygen compound
Amine
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:4708 )
monocarboxylic acid amide (CHEBI:4708 )
aromatic amine (CHEBI:4708 )
quinazolines (CHEBI:4708 )
benzodioxine (CHEBI:4708 )
N-acylpiperazine (CHEBI:4708 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Extracellular (HMDB: HMDB0014728)
Membrane (HMDB: HMDB0014728)

Source

Exogenous

Exogenous (HMDB: HMDB0014728)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	289 - 290 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.79 g/L	Not Available
LogP	2.1	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	202.9	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.79 g/L	ALOGPS
logP	2.53	ALOGPS
logP	2.14	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.67	ChemAxon
pKa (Strongest Basic)	7.24	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	112.27 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	121.64 m³·mol⁻¹	ChemAxon
Polarizability	46.63 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	206.044	31661259
DarkChem	[M-H]-	203.207	31661259
DeepCCS	[M+H]+	196.365	30932474
DeepCCS	[M-H]-	194.007	30932474
DeepCCS	[M-2H]-	227.467	30932474
DeepCCS	[M+Na]+	202.681	30932474
AllCCS	[M+H]+	207.3	32859911
AllCCS	[M+H-H2O]+	205.2	32859911
AllCCS	[M+NH4]+	209.2	32859911
AllCCS	[M+Na]+	209.8	32859911
AllCCS	[M-H]-	202.4	32859911
AllCCS	[M+Na-2H]-	202.7	32859911
AllCCS	[M+HCOO]-	203.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.6 minutes	32390414
Predicted by Siyang on May 30, 2022	11.2579 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.36 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	55.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Doxazosin	COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1	4776.3	Standard polar	33892256
Doxazosin	COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1	3789.8	Standard non polar	33892256
Doxazosin	COC1=C(OC)C=C2C(N)=NC(=NC2=C1)N1CCN(CC1)C(=O)C1COC2=CC=CC=C2O1	4391.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Doxazosin,1TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N[Si](C)(C)C)=C2C=C1OC	4316.1	Semi standard non polar	33892256
Doxazosin,1TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N[Si](C)(C)C)=C2C=C1OC	3905.6	Standard non polar	33892256
Doxazosin,1TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N[Si](C)(C)C)=C2C=C1OC	5816.6	Standard polar	33892256
Doxazosin,2TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2C=C1OC	4207.8	Semi standard non polar	33892256
Doxazosin,2TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2C=C1OC	3957.4	Standard non polar	33892256
Doxazosin,2TMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N([Si](C)(C)C)[Si](C)(C)C)=C2C=C1OC	5543.1	Standard polar	33892256
Doxazosin,1TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N[Si](C)(C)C(C)(C)C)=C2C=C1OC	4493.4	Semi standard non polar	33892256
Doxazosin,1TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N[Si](C)(C)C(C)(C)C)=C2C=C1OC	4135.3	Standard non polar	33892256
Doxazosin,1TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N[Si](C)(C)C(C)(C)C)=C2C=C1OC	5818.3	Standard polar	33892256
Doxazosin,2TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=C1OC	4561.8	Semi standard non polar	33892256
Doxazosin,2TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=C1OC	4428.8	Standard non polar	33892256
Doxazosin,2TBDMS,isomer #1	COC1=CC2=NC(N3CCN(C(=O)C4COC5=CC=CC=C5O4)CC3)=NC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C=C1OC	5508.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Doxazosin GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0792300000-541be6ba12e92be79321	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxazosin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Doxazosin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , negative-QTOF	splash10-0udi-0010900000-9601aa919c95799ec009	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , negative-QTOF	splash10-0kei-0981100000-a9ee3121ba6832366f8e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , negative-QTOF	splash10-0a4i-0970000000-5261f1bc60ceee4364de	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , negative-QTOF	splash10-0a4i-0950000000-f649236044e4e2a5de38	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , negative-QTOF	splash10-0a4i-1920000000-86655cc3bb892d757068	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , negative-QTOF	splash10-0a4i-1900000000-88bca2ddf2930fa0c468	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , positive-QTOF	splash10-0udi-0000900000-449254642300c1324285	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , positive-QTOF	splash10-0udi-0002900000-3097c8a3403b52610918	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , positive-QTOF	splash10-0006-0079100000-06d36a9b7afe6cf0c6e9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , positive-QTOF	splash10-000t-1091000000-cbd9b2106818ef5fd2ba	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , positive-QTOF	splash10-001i-1190000000-a1c84b0c3657d8000e35	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin LC-ESI-QFT , positive-QTOF	splash10-001i-1390000000-e802cb93ca8d6934ee96	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin 30V, Positive-QTOF	splash10-0udi-0002900000-4bf3463746e5cedb4582	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin 15V, Positive-QTOF	splash10-0udi-0000900000-439134f282b4b9ac6da0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin 45V, Positive-QTOF	splash10-0006-0079100000-e52fef19f2d7df13686f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin 60V, Positive-QTOF	splash10-000t-1091000000-8545cbf9afb97ce44d20	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin 60V, Negative-QTOF	splash10-0a4i-0950000000-1a542e27420bd69823af	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin 45V, Negative-QTOF	splash10-0a4i-0970000000-7ca89cc9e15bcae386a0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Doxazosin 15V, Negative-QTOF	splash10-0udi-0010900000-6e481ed6a67e73c1a9e4	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxazosin 10V, Positive-QTOF	splash10-0udi-1020900000-64c5e9c37f904260cdbd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxazosin 20V, Positive-QTOF	splash10-0f6x-1387900000-1564571c4e6f2bd22799	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxazosin 40V, Positive-QTOF	splash10-0032-5090000000-29e9f7a134a59719b1e7	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxazosin 10V, Negative-QTOF	splash10-0udi-0213900000-03663ba73cebf8b1bbb7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxazosin 20V, Negative-QTOF	splash10-0h3i-0494500000-e01cd92097617b53acea	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Doxazosin 40V, Negative-QTOF	splash10-059f-4193000000-4a19be62579d7f700895	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00590	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00590	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00590

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3045

KEGG Compound ID

C06970

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Doxazosin

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

4708

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Cushman WC, Ford CE, Cutler JA, Margolis KL, Davis BR, Grimm RH, Black HR, Hamilton BP, Holland J, Nwachuku C, Papademetriou V, Probstfield J, Wright JT Jr, Alderman MH, Weiss RJ, Piller L, Bettencourt J, Walsh SM: Success and predictors of blood pressure control in diverse North American settings: the antihypertensive and lipid-lowering treatment to prevent heart attack trial (ALLHAT). J Clin Hypertens (Greenwich). 2002 Nov-Dec;4(6):393-404. [PubMed:12461301 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Potassium voltage-gated channel subfamily H member 2

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated inwardly rectifying potassium channel. Channel properties are modulated by cAMP and subunit assembly. Mediates the rapidly activating component of the delayed rectifying potassium current in heart (IKr). Isoform 3 has no channel activity by itself, but modulates channel characteristics when associated with isoform 1
Gene Name:: KCNH2
Uniprot ID:: Q12809
Molecular weight:: 126653.5

References

Thomas D, Wimmer AB, Wu K, Hammerling BC, Ficker EK, Kuryshev YA, Kiehn J, Katus HA, Schoels W, Karle CA: Inhibition of human ether-a-go-go-related gene potassium channels by alpha 1-adrenoceptor antagonists prazosin, doxazosin, and terazosin. Naunyn Schmiedebergs Arch Pharmacol. 2004 May;369(5):462-72. Epub 2004 Apr 20. [PubMed:15098086 ]

Enzyme Details

4. Potassium voltage-gated channel subfamily H member 6

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated potassium channel. Elicits a slowly activating, rectifying current. Channel properties may be modulated by cAMP and subunit assembly
Gene Name:: KCNH6
Uniprot ID:: Q9H252
Molecular weight:: 109923.7

References

Thomas D, Wimmer AB, Wu K, Hammerling BC, Ficker EK, Kuryshev YA, Kiehn J, Katus HA, Schoels W, Karle CA: Inhibition of human ether-a-go-go-related gene potassium channels by alpha 1-adrenoceptor antagonists prazosin, doxazosin, and terazosin. Naunyn Schmiedebergs Arch Pharmacol. 2004 May;369(5):462-72. Epub 2004 Apr 20. [PubMed:15098086 ]

Enzyme Details

5. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Yono M, Foster HE Jr, Shin D, Takahashi W, Pouresmail M, Latifpour J: Doxazosin-induced up-regulation of alpha 1A-adrenoceptor mRNA in the rat lower urinary tract. Can J Physiol Pharmacol. 2004 Oct;82(10):872-8. [PubMed:15573147 ]
Michel MC, Grubbel B, Taguchi K, Verfurth F, Otto T, Kropfl D: Drugs for treatment of benign prostatic hyperplasia: affinity comparison at cloned alpha 1-adrenoceptor subtypes and in human prostate. J Auton Pharmacol. 1996 Feb;16(1):21-8. [PubMed:8736427 ]
Roehrborn CG, Schwinn DA: Alpha1-adrenergic receptors and their inhibitors in lower urinary tract symptoms and benign prostatic hyperplasia. J Urol. 2004 Mar;171(3):1029-35. [PubMed:14767264 ]
Ishizuka O, Pandita RK, Mattiasson A, Steers WD, Andersson KE: Stimulation of bladder activity by volume, L-dopa and capsaicin in normal conscious rats--effects of spinal alpha 1-adrenoceptor blockade. Naunyn Schmiedebergs Arch Pharmacol. 1997 Jun;355(6):787-93. [PubMed:9205965 ]
Bae JH, Jung PB, Lee JG: The effects of alpha-adrenoceptor antagonists on the urethral perfusion pressure of the female rat. BJU Int. 2005 Nov;96(7):1131-5. [PubMed:16225542 ]
Greco KA, McVary KT: The role of combination medical therapy in benign prostatic hyperplasia. Int J Impot Res. 2008 Dec;20 Suppl 3:S33-43. doi: 10.1038/ijir.2008.51. [PubMed:19002123 ]
Shannon R, Chaudhry M: Effect of alpha1-adrenergic receptors in cardiac pathophysiology. Am Heart J. 2006 Nov;152(5):842-50. [PubMed:17070143 ]
Martin DJ: Preclinical pharmacology of alpha1-adrenoceptor antagonists. Eur Urol. 1999;36 Suppl 1:35-41; discussion 65. [PubMed:10393471 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzyme Details

6. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

References

Lepor H: Alpha blockers for the treatment of benign prostatic hyperplasia. Rev Urol. 2007 Fall;9(4):181-90. [PubMed:18231614 ]
Greco KA, McVary KT: The role of combination medical therapy in benign prostatic hyperplasia. Int J Impot Res. 2008 Dec;20 Suppl 3:S33-43. doi: 10.1038/ijir.2008.51. [PubMed:19002123 ]
Shannon R, Chaudhry M: Effect of alpha1-adrenergic receptors in cardiac pathophysiology. Am Heart J. 2006 Nov;152(5):842-50. [PubMed:17070143 ]
Martin DJ: Preclinical pharmacology of alpha1-adrenoceptor antagonists. Eur Urol. 1999;36 Suppl 1:35-41; discussion 65. [PubMed:10393471 ]

Enzyme Details

7. Alpha-1D adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its effect through the influx of extracellular calcium
Gene Name:: ADRA1D
Uniprot ID:: P25100
Molecular weight:: 60462.2

References

Lepor H: Alpha blockers for the treatment of benign prostatic hyperplasia. Rev Urol. 2007 Fall;9(4):181-90. [PubMed:18231614 ]
Greco KA, McVary KT: The role of combination medical therapy in benign prostatic hyperplasia. Int J Impot Res. 2008 Dec;20 Suppl 3:S33-43. doi: 10.1038/ijir.2008.51. [PubMed:19002123 ]
Shannon R, Chaudhry M: Effect of alpha1-adrenergic receptors in cardiac pathophysiology. Am Heart J. 2006 Nov;152(5):842-50. [PubMed:17070143 ]
Martin DJ: Preclinical pharmacology of alpha1-adrenoceptor antagonists. Eur Urol. 1999;36 Suppl 1:35-41; discussion 65. [PubMed:10393471 ]

Enzyme Details

8. Potassium voltage-gated channel subfamily H member 7

General function:: Involved in ion channel activity
Specific function:: Pore-forming (alpha) subunit of voltage-gated potassium channel. Channel properties may be modulated by cAMP and subunit assembly
Gene Name:: KCNH7
Uniprot ID:: Q9NS40
Molecular weight:: 134998.5

References

Thomas D, Wimmer AB, Wu K, Hammerling BC, Ficker EK, Kuryshev YA, Kiehn J, Katus HA, Schoels W, Karle CA: Inhibition of human ether-a-go-go-related gene potassium channels by alpha 1-adrenoceptor antagonists prazosin, doxazosin, and terazosin. Naunyn Schmiedebergs Arch Pharmacol. 2004 May;369(5):462-72. Epub 2004 Apr 20. [PubMed:15098086 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Takara K, Kakumoto M, Tanigawara Y, Funakoshi J, Sakaeda T, Okumura K: Interaction of digoxin with antihypertensive drugs via MDR1. Life Sci. 2002 Feb 15;70(13):1491-500. [PubMed:11895100 ]
Takara K, Sakaeda T, Kakumoto M, Tanigawara Y, Kobayashi H, Okumura K, Ohnishi N, Yokoyama T: Effects of alpha-adrenoceptor antagonist doxazosin on MDR1-mediated multidrug resistance and transcellular transport. Oncol Res. 2009;17(11-12):527-33. [PubMed:19806783 ]

Showing metabocard for Doxazosin (HMDB0014728)

MOL for HMDB0014728 (Doxazosin)

3D MOL for HMDB0014728 (Doxazosin)

3D SDF for HMDB0014728 (Doxazosin)

3D-SDF for HMDB0014728 (Doxazosin)

PDB for HMDB0014728 (Doxazosin)

3D PDB for HMDB0014728 (Doxazosin)

SMILES for HMDB0014728 (Doxazosin)

INCHI for HMDB0014728 (Doxazosin)

Structure for HMDB0014728 (Doxazosin)

3D Structure for HMDB0014728 (Doxazosin)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References

References

References

References

Transporters

References