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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:57:02 UTC

Update Date

2021-09-26 23:00:20 UTC

HMDB ID

HMDB0249439

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Bunazosin

Description

Bunazosin belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups. The mechanism of action is a reduction of aqueous outflow through the uveoscleral pathway resulting in lowering the intraocular pressure. Bunazosin is a very strong basic compound (based on its pKa). Bunazosin was initially developed to treat benign prostatic hyperplasia (BPH). Bunazosin potentially could have the same effect but there has been no research to substantiate this as a risk for cataract surgery. It also may act to improve blood flow to the ocular nerve. It has been approved in Japan in a topical form to treat glaucoma. Systemic Alpha-1 adrenergic receptor antagonists have been implicated in Intraoperative Floppy Iris Syndrome (IFIS). Bunazosin (INN) is an alpha 1 antagonist. This compound has been identified in human blood as reported by (PMID: 31557052 ). Bunazosin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Bunazosin is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652306031607022D          

 27 29  0  0  0  0            999 V2000
    6.9906   -3.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6326   -3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -3.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8099   -3.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168   -2.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7962   -2.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279   -1.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5395   -1.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4520   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293   -2.1964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
 10  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  2  0  0  0  0
 17  6  1  0  0  0  0
 18 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 14  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23  7  1  0  0  0  0
 23  9  1  0  0  0  0
 23 17  1  0  0  0  0
 24  8  1  0  0  0  0
 24 10  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  2  0  0  0  0
 26  2  1  0  0  0  0
 26 15  1  0  0  0  0
 27  3  1  0  0  0  0
 27 16  1  0  0  0  0
M  END

HMDB0249439
     RDKit          3D
Bunazosin
 54 56  0  0  0  0  0  0  0  0999 V2000
    7.0610    1.1650   -1.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019    1.2544   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302    1.2733    0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8038    0.0183   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5122   -0.8422   -0.8313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4263   -0.2581   -0.0666 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6851    0.7625    0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6416    1.4471   -0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490    0.5007   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874   -0.7184   -0.5203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687   -0.8623   -0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838    0.1112   -0.4001 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -0.0126   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.0020   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130    0.8266    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0682    1.8207   -0.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7605    3.0171   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391   -0.3088    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8700   -0.4184    1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2672   -1.6062    1.7473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6000   -1.3032    0.9838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2887   -1.1491    0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -2.1325    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -3.1974    1.4817 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999   -1.9629    0.4969 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5427   -1.8195   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -1.5189   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3586    0.1451   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8149    1.9147   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0646    1.3685   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.3575    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3861    2.1941    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9121    2.1436   -0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3298    1.2335    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976    0.3039    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549    1.5490    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    1.7708    0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    2.3920   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011    0.9394   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466    0.3165   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4558    1.8738   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5556    3.7530   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7356    2.8187   -1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    3.3788   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6007   -1.7684    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3305   -1.6145    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0882   -2.5078    1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669   -2.1823    1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -3.9364    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -2.7364    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997   -2.0526    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -2.6912   -0.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -2.3808   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963   -1.5132   -1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  3
 23 25  1  0
 10 26  1  0
 26 27  1  0
 27  6  1  0
 25 11  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
M  END


  Mrv1652306031607022D          

 27 29  0  0  0  0            999 V2000
    6.9906   -3.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6326   -3.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -3.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8099   -3.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2168   -2.9109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7962   -2.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3279   -1.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5395   -1.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4520   -2.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6293   -2.1964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167   -1.5764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
 10  9  1  0  0  0  0
 13 11  2  0  0  0  0
 14 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 16 15  2  0  0  0  0
 17  6  1  0  0  0  0
 18 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 14  1  0  0  0  0
 21 19  2  0  0  0  0
 22 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23  7  1  0  0  0  0
 23  9  1  0  0  0  0
 23 17  1  0  0  0  0
 24  8  1  0  0  0  0
 24 10  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  2  0  0  0  0
 26  2  1  0  0  0  0
 26 15  1  0  0  0  0
 27  3  1  0  0  0  0
 27 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249439

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)N1CCCN(CC1)C1=NC2=CC(OC)=C(OC)C=C2C(=N)N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H27N5O3/c1-4-6-17(25)23-7-5-8-24(10-9-23)19-21-14-12-16(27-3)15(26-2)11-13(14)18(20)22-19/h11-12H,4-10H2,1-3H3,(H2,20,21,22)

> <INCHI_KEY>
RHLJLALHBZGAFM-UHFFFAOYSA-N

> <FORMULA>
C19H27N5O3

> <MOLECULAR_WEIGHT>
373.457

> <EXACT_MASS>
373.211389749

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.539081240370805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[4-(4-imino-6,7-dimethoxy-3,4-dihydroquinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.1241442486666657

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.71927133328633

> <JCHEM_PKA_STRONGEST_BASIC>
5.826172268056179

> <JCHEM_POLAR_SURFACE_AREA>
90.25000000000001

> <JCHEM_REFRACTIVITY>
116.071

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
andante

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249439
     RDKit          3D
Bunazosin
 54 56  0  0  0  0  0  0  0  0999 V2000
    7.0610    1.1650   -1.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019    1.2544   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302    1.2733    0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8038    0.0183   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5122   -0.8422   -0.8313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4263   -0.2581   -0.0666 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6851    0.7625    0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6416    1.4471   -0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490    0.5007   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874   -0.7184   -0.5203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687   -0.8623   -0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838    0.1112   -0.4001 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -0.0126   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.0020   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130    0.8266    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0682    1.8207   -0.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7605    3.0171   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391   -0.3088    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8700   -0.4184    1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2672   -1.6062    1.7473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6000   -1.3032    0.9838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2887   -1.1491    0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -2.1325    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -3.1974    1.4817 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999   -1.9629    0.4969 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5427   -1.8195   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -1.5189   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3586    0.1451   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8149    1.9147   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0646    1.3685   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.3575    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3861    2.1941    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9121    2.1436   -0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3298    1.2335    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976    0.3039    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549    1.5490    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    1.7708    0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    2.3920   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011    0.9394   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466    0.3165   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4558    1.8738   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5556    3.7530   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7356    2.8187   -1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    3.3788   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6007   -1.7684    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3305   -1.6145    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0882   -2.5078    1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669   -2.1823    1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -3.9364    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -2.7364    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997   -2.0526    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -2.6912   -0.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -2.3808   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963   -1.5132   -1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  3
 23 25  1  0
 10 26  1  0
 26 27  1  0
 27  6  1  0
 25 11  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      13.049  -7.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.381  -5.718   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.349  -5.663   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.845  -5.603   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.871  -5.434   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.220  -4.616   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.079  -2.666   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.607  -2.212   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.177  -4.215   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       8.641  -4.100   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   25  O   UNK     0      11.045  -2.943   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.667  -0.000   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2   26                                                            
CONECT    3   27                                                            
CONECT    4    1    6                                                       
CONECT    5    7    8                                                       
CONECT    6    4   17                                                       
CONECT    7    5   23                                                       
CONECT    8    5   24                                                       
CONECT    9   10   23                                                       
CONECT   10    9   24                                                       
CONECT   11   13   15                                                       
CONECT   12   14   16                                                       
CONECT   13   11   14   18                                                  
CONECT   14   12   13   21                                                  
CONECT   15   11   16   26                                                  
CONECT   16   12   15   27                                                  
CONECT   17    6   23   25                                                  
CONECT   18   13   20   22                                                  
CONECT   19   21   22   24                                                  
CONECT   20   18                                                            
CONECT   21   14   19                                                       
CONECT   22   18   19                                                       
CONECT   23    7    9   17                                                  
CONECT   24    8   10   19                                                  
CONECT   25   17                                                            
CONECT   26    2   15                                                       
CONECT   27    3   16                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

COMPND    HMDB0249439
HETATM    1  C1  UNL     1       7.061   1.165  -1.595  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.902   1.254  -0.093  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.430   1.273   0.266  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.804   0.018  -0.234  1.00  0.00           C  
HETATM    5  O1  UNL     1       5.512  -0.842  -0.831  1.00  0.00           O  
HETATM    6  N1  UNL     1       3.426  -0.258  -0.067  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.685   0.762   0.618  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.642   1.447  -0.201  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.049   0.501  -1.201  1.00  0.00           C  
HETATM   10  N2  UNL     1       0.687  -0.718  -0.520  1.00  0.00           N  
HETATM   11  C8  UNL     1      -0.669  -0.862  -0.138  1.00  0.00           C  
HETATM   12  N3  UNL     1      -1.584   0.111  -0.400  1.00  0.00           N  
HETATM   13  C9  UNL     1      -2.874  -0.013  -0.042  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.793   1.002  -0.324  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.113   0.827   0.067  1.00  0.00           C  
HETATM   16  O2  UNL     1      -6.068   1.821  -0.196  1.00  0.00           O  
HETATM   17  C12 UNL     1      -5.761   3.017  -0.850  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.539  -0.309   0.717  1.00  0.00           C  
HETATM   19  O3  UNL     1      -6.870  -0.418   1.078  1.00  0.00           O  
HETATM   20  C14 UNL     1      -7.267  -1.606   1.747  1.00  0.00           C  
HETATM   21  C15 UNL     1      -4.600  -1.303   0.984  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.289  -1.149   0.606  1.00  0.00           C  
HETATM   23  C17 UNL     1      -2.378  -2.133   0.874  1.00  0.00           C  
HETATM   24  N4  UNL     1      -2.765  -3.197   1.482  1.00  0.00           N  
HETATM   25  N5  UNL     1      -1.100  -1.963   0.497  1.00  0.00           N  
HETATM   26  C18 UNL     1       1.543  -1.820  -0.178  1.00  0.00           C  
HETATM   27  C19 UNL     1       2.979  -1.519  -0.606  1.00  0.00           C  
HETATM   28  H1  UNL     1       7.359   0.145  -1.876  1.00  0.00           H  
HETATM   29  H2  UNL     1       7.815   1.915  -1.937  1.00  0.00           H  
HETATM   30  H3  UNL     1       6.065   1.368  -2.074  1.00  0.00           H  
HETATM   31  H4  UNL     1       7.341   0.357   0.426  1.00  0.00           H  
HETATM   32  H5  UNL     1       7.386   2.194   0.268  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.912   2.144  -0.151  1.00  0.00           H  
HETATM   34  H7  UNL     1       5.330   1.233   1.382  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.198   0.304   1.511  1.00  0.00           H  
HETATM   36  H9  UNL     1       3.355   1.549   1.022  1.00  0.00           H  
HETATM   37  H10 UNL     1       0.820   1.771   0.505  1.00  0.00           H  
HETATM   38  H11 UNL     1       1.994   2.392  -0.663  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.201   0.939  -1.764  1.00  0.00           H  
HETATM   40  H13 UNL     1       1.847   0.316  -1.977  1.00  0.00           H  
HETATM   41  H14 UNL     1      -3.456   1.874  -0.825  1.00  0.00           H  
HETATM   42  H15 UNL     1      -6.556   3.753  -0.611  1.00  0.00           H  
HETATM   43  H16 UNL     1      -5.736   2.819  -1.944  1.00  0.00           H  
HETATM   44  H17 UNL     1      -4.780   3.379  -0.458  1.00  0.00           H  
HETATM   45  H18 UNL     1      -6.601  -1.768   2.641  1.00  0.00           H  
HETATM   46  H19 UNL     1      -8.330  -1.614   2.005  1.00  0.00           H  
HETATM   47  H20 UNL     1      -7.088  -2.508   1.103  1.00  0.00           H  
HETATM   48  H21 UNL     1      -4.967  -2.182   1.496  1.00  0.00           H  
HETATM   49  H22 UNL     1      -2.059  -3.936   1.678  1.00  0.00           H  
HETATM   50  H23 UNL     1      -0.404  -2.736   0.711  1.00  0.00           H  
HETATM   51  H24 UNL     1       1.500  -2.053   0.908  1.00  0.00           H  
HETATM   52  H25 UNL     1       1.220  -2.691  -0.789  1.00  0.00           H  
HETATM   53  H26 UNL     1       3.587  -2.381  -0.311  1.00  0.00           H  
HETATM   54  H27 UNL     1       2.996  -1.513  -1.736  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3   31   32
CONECT    3    4   33   34
CONECT    4    5    5    6
CONECT    6    7   27
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   26
CONECT   11   12   12   25
CONECT   12   13
CONECT   13   14   14   22
CONECT   14   15   41
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   42   43   44
CONECT   18   19   21
CONECT   19   20
CONECT   20   45   46   47
CONECT   21   22   22   48
CONECT   22   23
CONECT   23   24   24   25
CONECT   24   49
CONECT   25   50
CONECT   26   27   51   52
CONECT   27   53   54
END

HMDB0249439
     RDKit          3D
Bunazosin
 54 56  0  0  0  0  0  0  0  0999 V2000
    7.0610    1.1650   -1.5952 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9019    1.2544   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302    1.2733    0.2664 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8038    0.0183   -0.2338 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5122   -0.8422   -0.8313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4263   -0.2581   -0.0666 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6851    0.7625    0.6178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6416    1.4471   -0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0490    0.5007   -1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6874   -0.7184   -0.5203 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6687   -0.8623   -0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5838    0.1112   -0.4001 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8741   -0.0126   -0.0422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7927    1.0020   -0.3235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1130    0.8266    0.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0682    1.8207   -0.1963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7605    3.0171   -0.8500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391   -0.3088    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8700   -0.4184    1.0779 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2672   -1.6062    1.7473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6000   -1.3032    0.9838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2887   -1.1491    0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -2.1325    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651   -3.1974    1.4817 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999   -1.9629    0.4969 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5427   -1.8195   -0.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -1.5189   -0.6062 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3586    0.1451   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8149    1.9147   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0646    1.3685   -2.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3415    0.3575    0.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3861    2.1941    0.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9121    2.1436   -0.1514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3298    1.2335    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1976    0.3039    1.5109 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549    1.5490    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8205    1.7708    0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9942    2.3920   -0.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2011    0.9394   -1.7638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8466    0.3165   -1.9772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4558    1.8738   -0.8254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5556    3.7530   -0.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7356    2.8187   -1.9441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7805    3.3788   -0.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6007   -1.7684    2.6413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3305   -1.6145    2.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0882   -2.5078    1.1030 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9669   -2.1823    1.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -3.9364    1.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036   -2.7364    0.7115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4997   -2.0526    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2202   -2.6912   -0.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -2.3808   -0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963   -1.5132   -1.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  3
 23 25  1  0
 10 26  1  0
 26 27  1  0
 27  6  1  0
 25 11  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 17 42  1  0
 17 43  1  0
 17 44  1  0
 20 45  1  0
 20 46  1  0
 20 47  1  0
 21 48  1  0
 24 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
 27 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
BUNAZOSIN hydrochloride	ChEMBL, MeSH
4-amino-2-(4-butanoylhexahydro-1H-1,4-Diazepin-1-yl)-6,7-dimethoxyquinazoline HCL	MeSH
Andante	MeSH
Bunazocine	MeSH

Chemical Formula

C₁₉H₂₇N₅O₃

Average Molecular Weight

373.457

Monoisotopic Molecular Weight

373.211389749

IUPAC Name

1-[4-(4-imino-6,7-dimethoxy-3,4-dihydroquinazolin-2-yl)-1,4-diazepan-1-yl]butan-1-one

Traditional Name

andante

CAS Registry Number

Not Available

SMILES

CCCC(=O)N1CCCN(CC1)C1=NC2=CC(OC)=C(OC)C=C2C(=N)N1

InChI Identifier

InChI=1S/C19H27N5O3/c1-4-6-17(25)23-7-5-8-24(10-9-23)19-21-14-12-16(27-3)15(26-2)11-13(14)18(20)22-19/h11-12H,4-10H2,1-3H3,(H2,20,21,22)

InChI Key

RHLJLALHBZGAFM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinazolinamines. These are heterocyclic aromatic compounds containing a quianazoline moiety substituted by one or more amine groups.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazanaphthalenes

Sub Class

Benzodiazines

Direct Parent

Quinazolinamines

Alternative Parents

Substituents

Quinazolinamine
Anisole
Dialkylarylamine
1,4-diazepane
Alkyl aryl ether
Diazepane
Aminopyrimidine
Pyrimidine
Benzenoid
Imidolactam
Tertiary carboxylic acid amide
Heteroaromatic compound
Carboxamide group
Amino acid or derivatives
Ether
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.44	ALOGPS
logP	1.12	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	12.72	ChemAxon
pKa (Strongest Basic)	5.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	90.25 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	116.07 m³·mol⁻¹	ChemAxon
Polarizability	40.54 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	186.992	30932474
DeepCCS	[M-H]-	184.454	30932474
DeepCCS	[M-2H]-	219.039	30932474
DeepCCS	[M+Na]+	195.236	30932474
AllCCS	[M+H]+	189.0	32859911
AllCCS	[M+H-H2O]+	186.4	32859911
AllCCS	[M+NH4]+	191.4	32859911
AllCCS	[M+Na]+	192.0	32859911
AllCCS	[M-H]-	188.9	32859911
AllCCS	[M+Na-2H]-	189.4	32859911
AllCCS	[M+HCOO]-	190.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.2403 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.17 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1480.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	184.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	81.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	324.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	378.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	730.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	710.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	236.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1359.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	214.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	277.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	357.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	409.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	53.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bunazosin	CCCC(=O)N1CCCN(CC1)C1=NC2=CC(OC)=C(OC)C=C2C(=N)N1	4470.5	Standard polar	33892256
Bunazosin	CCCC(=O)N1CCCN(CC1)C1=NC2=CC(OC)=C(OC)C=C2C(=N)N1	3357.4	Standard non polar	33892256
Bunazosin	CCCC(=O)N1CCCN(CC1)C1=NC2=CC(OC)=C(OC)C=C2C(=N)N1	3607.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bunazosin,1TMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C)[NH]2)CC1	3321.0	Semi standard non polar	33892256
Bunazosin,1TMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C)[NH]2)CC1	3289.7	Standard non polar	33892256
Bunazosin,1TMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C)[NH]2)CC1	5137.4	Standard polar	33892256
Bunazosin,1TMS,isomer #2	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N)N2[Si](C)(C)C)CC1	3368.5	Semi standard non polar	33892256
Bunazosin,1TMS,isomer #2	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N)N2[Si](C)(C)C)CC1	3239.5	Standard non polar	33892256
Bunazosin,1TMS,isomer #2	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N)N2[Si](C)(C)C)CC1	5196.6	Standard polar	33892256
Bunazosin,2TMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C)N2[Si](C)(C)C)CC1	3334.9	Semi standard non polar	33892256
Bunazosin,2TMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C)N2[Si](C)(C)C)CC1	3294.9	Standard non polar	33892256
Bunazosin,2TMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C)N2[Si](C)(C)C)CC1	4796.5	Standard polar	33892256
Bunazosin,1TBDMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C(C)(C)C)[NH]2)CC1	3516.7	Semi standard non polar	33892256
Bunazosin,1TBDMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C(C)(C)C)[NH]2)CC1	3530.8	Standard non polar	33892256
Bunazosin,1TBDMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C(C)(C)C)[NH]2)CC1	5067.1	Standard polar	33892256
Bunazosin,1TBDMS,isomer #2	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N)N2[Si](C)(C)C(C)(C)C)CC1	3552.4	Semi standard non polar	33892256
Bunazosin,1TBDMS,isomer #2	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N)N2[Si](C)(C)C(C)(C)C)CC1	3465.9	Standard non polar	33892256
Bunazosin,1TBDMS,isomer #2	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N)N2[Si](C)(C)C(C)(C)C)CC1	5059.0	Standard polar	33892256
Bunazosin,2TBDMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)CC1	3670.2	Semi standard non polar	33892256
Bunazosin,2TBDMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)CC1	3740.6	Standard non polar	33892256
Bunazosin,2TBDMS,isomer #1	CCCC(=O)N1CCCN(C2=NC3=CC(OC)=C(OC)C=C3C(=N[Si](C)(C)C(C)(C)C)N2[Si](C)(C)C(C)(C)C)CC1	4678.7	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB12230

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Bunazosin

METLIN ID

Not Available

PubChem Compound

2472

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Bunazosin (HMDB0249439)

MOL for HMDB0249439 (Bunazosin)

3D MOL for HMDB0249439 (Bunazosin)

3D SDF for HMDB0249439 (Bunazosin)

3D-SDF for HMDB0249439 (Bunazosin)

PDB for HMDB0249439 (Bunazosin)

3D PDB for HMDB0249439 (Bunazosin)

SMILES for HMDB0249439 (Bunazosin)

INCHI for HMDB0249439 (Bunazosin)

Structure for HMDB0249439 (Bunazosin)

3D Structure for HMDB0249439 (Bunazosin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized