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enzymes (3) Show 3 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:49 UTC

Update Date

2022-03-07 02:51:40 UTC

HMDB ID

HMDB0014577

Secondary Accession Numbers

HMDB14577

Metabolite Identification

Common Name

Prochlorperazine

Description

Prochlorperazine is only found in individuals that have used or taken this drug. It is a phenothiazine antipsychotic used principally in the treatment of nausea; vomiting; and vertigo. It is more likely than chlorpromazine to cause extrapyramidal disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p612)The mechanism of action of prochlorperazine has not been fully determined, but may be primarily related to its antidopaminergic effects. Prochlorperazine blocks the D2 somatodendritic autoreceptor, resulting in the blockade of postsynaptic dopamine receptors in the mesolimbic system and an increased dopamine turnover. Prochlorperazine also has anti-emetic effects, which can be attributed to dopamine blockade in the chemoreceptor trigger zone. Prochlorperazine also blocks anticholinergic and alpha-adrenergic receptors, the blockade of alpha(1)-adrenergic receptors resulting in sedation, muscle relaxation, and hypotension.

Structure

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

433
  Mrv0541 02231214402D          

 25 28  0  0  0  0            999 V2000
    7.8100   -0.9572    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -2.5606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    1.3999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2701    2.1919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.9764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    1.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    2.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280    1.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2701    1.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280    0.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -1.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280   -1.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -2.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280   -2.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080   -0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080   -2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1257   -1.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -1.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1257   -2.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -2.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 16  1  0  0  0  0
  2 17  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  2  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
M  END

HMDB0014577
     RDKit          3D
Prochlorperazine
 49 52  0  0  0  0  0  0  0  0999 V2000
    6.0200   -0.2386    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513   -0.6617    0.9288 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    0.5318    1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.3461    0.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -0.3342   -0.3407 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292    0.0611   -1.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1352   -0.0692   -1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665    0.7092    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084    0.5060    0.2609 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -0.7531    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797   -1.6473    1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7952   -2.8518    1.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -3.2263    2.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0799   -2.3715    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -1.1730    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1054   -0.1407    0.5729 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    1.3543   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3052    2.3195   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306    3.4893   -1.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4666    3.6615   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    5.1488   -1.8607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6050    2.6820   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    1.4804   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7407   -1.6479   -0.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391   -1.5675   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9678    0.4815   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6240   -1.0877    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4931    0.2924    1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004    1.3694    0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573    0.8945    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    1.3776    0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -0.1999    1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5970   -0.4847   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479    1.1342   -1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    0.3722   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1407   -1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575    1.7677   -0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758    0.4375    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4193   -1.4019    1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9597   -3.4908    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484   -4.1823    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1337   -2.6720    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3944    2.1556   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587    4.2190   -1.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629    2.8965   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -2.2365   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553   -2.2560    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760   -2.5610    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6730   -1.2918   -1.0853 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  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
 20 22  1  0
 22 23  2  0
  5 24  1  0
 24 25  1  0
 25  2  1  0
 23  9  1  0
 15 10  1  0
 23 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 22 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
M  END

433
  Mrv0541 02231214402D          

 25 28  0  0  0  0            999 V2000
    7.8100   -0.9572    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -2.5606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    1.3999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2701    2.1919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.9764    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    1.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    2.1919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280    1.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2701    1.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9561    2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280    0.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0139   -0.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841    2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -1.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280   -1.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6999   -2.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280   -2.1645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080   -0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -0.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4080   -2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1257   -1.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -1.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1257   -2.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9022   -2.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 22  1  0  0  0  0
  2 16  1  0  0  0  0
  2 17  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  1  0  0  0  0
  4 13  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  5 15  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  1  0  0  0  0
 15 19  2  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  2  0  0  0  0
 19 23  1  0  0  0  0
 20 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014577

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3

> <INCHI_KEY>
WIKYUJGCLQQFNW-UHFFFAOYSA-N

> <FORMULA>
C20H24ClN3S

> <MOLECULAR_WEIGHT>
373.943

> <EXACT_MASS>
373.13794618

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
41.765602857204286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.382119821333332

> <ALOGPS_LOGS>
-4.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.388642016898718

> <JCHEM_POLAR_SURFACE_AREA>
9.72

> <JCHEM_REFRACTIVITY>
109.80640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
compro

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0014577
     RDKit          3D
Prochlorperazine
 49 52  0  0  0  0  0  0  0  0999 V2000
    6.0200   -0.2386    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513   -0.6617    0.9288 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    0.5318    1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.3461    0.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -0.3342   -0.3407 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292    0.0611   -1.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1352   -0.0692   -1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665    0.7092    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084    0.5060    0.2609 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -0.7531    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797   -1.6473    1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7952   -2.8518    1.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -3.2263    2.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0799   -2.3715    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -1.1730    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1054   -0.1407    0.5729 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    1.3543   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3052    2.3195   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306    3.4893   -1.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4666    3.6615   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    5.1488   -1.8607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6050    2.6820   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    1.4804   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7407   -1.6479   -0.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391   -1.5675   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9678    0.4815   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6240   -1.0877    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4931    0.2924    1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004    1.3694    0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573    0.8945    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    1.3776    0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -0.1999    1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5970   -0.4847   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479    1.1342   -1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    0.3722   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1407   -1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575    1.7677   -0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758    0.4375    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4193   -1.4019    1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9597   -3.4908    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484   -4.1823    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1337   -2.6720    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3944    2.1556   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587    4.2190   -1.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629    2.8965   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -2.2365   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553   -2.2560    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760   -2.5610    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6730   -1.2918   -1.0853 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  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
 20 22  1  0
 22 23  2  0
  5 24  1  0
 24 25  1  0
 25  2  1  0
 23  9  1  0
 15 10  1  0
 23 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 22 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 433                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0      14.579  -1.787   0.000  0.00  0.00          Cl+0
HETATM    2  S   UNK     0       9.359  -4.780   0.000  0.00  0.00           S+0
HETATM    3  N   UNK     0       6.798   2.613   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0       4.237   4.092   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0       9.359  -1.823   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       5.518   1.874   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.798   4.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.079   1.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.237   2.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.518   4.831   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.079   0.395   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.359  -0.344   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.957   4.831   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.640  -2.562   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.079  -2.562   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.640  -4.040   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.079  -4.040   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.962  -1.771   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.757  -1.771   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.962  -4.831   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.757  -4.831   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.301  -2.531   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.417  -2.531   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.301  -4.071   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.417  -4.071   0.000  0.00  0.00           C+0
CONECT    1   22                                                            
CONECT    2   16   17                                                       
CONECT    3    6    7    8                                                  
CONECT    4    9   10   13                                                  
CONECT    5   12   14   15                                                  
CONECT    6    3    9                                                       
CONECT    7    3   10                                                       
CONECT    8    3   11                                                       
CONECT    9    4    6                                                       
CONECT   10    4    7                                                       
CONECT   11    8   12                                                       
CONECT   12    5   11                                                       
CONECT   13    4                                                            
CONECT   14    5   16   18                                                  
CONECT   15    5   17   19                                                  
CONECT   16    2   14   20                                                  
CONECT   17    2   15   21                                                  
CONECT   18   14   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   24                                                       
CONECT   21   17   25                                                       
CONECT   22    1   18   24                                                  
CONECT   23   19   25                                                       
CONECT   24   20   22                                                       
CONECT   25   21   23                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0014577
HETATM    1  C1  UNL     1       6.020  -0.239   0.589  1.00  0.00           C  
HETATM    2  N1  UNL     1       4.651  -0.662   0.929  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.896   0.532   1.088  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.397   0.346   0.872  1.00  0.00           C  
HETATM    5  N2  UNL     1       2.232  -0.334  -0.341  1.00  0.00           N  
HETATM    6  C4  UNL     1       1.329   0.061  -1.312  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.135  -0.069  -1.068  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.666   0.709   0.107  1.00  0.00           C  
HETATM    9  N3  UNL     1      -2.108   0.506   0.261  1.00  0.00           N  
HETATM   10  C7  UNL     1      -2.468  -0.753   0.849  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.480  -1.647   1.275  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.795  -2.852   1.852  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.099  -3.226   2.035  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.080  -2.371   1.629  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.755  -1.173   1.054  1.00  0.00           C  
HETATM   16  S1  UNL     1      -5.105  -0.141   0.573  1.00  0.00           S  
HETATM   17  C13 UNL     1      -4.414   1.354  -0.109  1.00  0.00           C  
HETATM   18  C14 UNL     1      -5.305   2.319  -0.542  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.831   3.489  -1.084  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.467   3.662  -1.178  1.00  0.00           C  
HETATM   21 CL1  UNL     1      -2.860   5.149  -1.861  1.00  0.00          CL  
HETATM   22  C17 UNL     1      -2.605   2.682  -0.738  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.047   1.480  -0.182  1.00  0.00           C  
HETATM   24  C19 UNL     1       2.741  -1.648  -0.301  1.00  0.00           C  
HETATM   25  C20 UNL     1       4.239  -1.567  -0.087  1.00  0.00           C  
HETATM   26  H1  UNL     1       5.968   0.482  -0.278  1.00  0.00           H  
HETATM   27  H2  UNL     1       6.624  -1.088   0.219  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.493   0.292   1.411  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.200   1.369   0.418  1.00  0.00           H  
HETATM   30  H5  UNL     1       4.057   0.894   2.127  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.984   1.378   0.867  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.985  -0.200   1.770  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.597  -0.485  -2.276  1.00  0.00           H  
HETATM   34  H9  UNL     1       1.548   1.134  -1.584  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.615   0.372  -2.023  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.403  -1.141  -1.085  1.00  0.00           H  
HETATM   37  H12 UNL     1      -0.458   1.768  -0.100  1.00  0.00           H  
HETATM   38  H13 UNL     1      -0.176   0.437   1.075  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.419  -1.402   1.165  1.00  0.00           H  
HETATM   40  H15 UNL     1      -0.960  -3.491   2.158  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.348  -4.182   2.492  1.00  0.00           H  
HETATM   42  H17 UNL     1      -5.134  -2.672   1.776  1.00  0.00           H  
HETATM   43  H18 UNL     1      -6.394   2.156  -0.453  1.00  0.00           H  
HETATM   44  H19 UNL     1      -5.559   4.219  -1.409  1.00  0.00           H  
HETATM   45  H20 UNL     1      -1.563   2.896  -0.856  1.00  0.00           H  
HETATM   46  H21 UNL     1       2.583  -2.236  -1.231  1.00  0.00           H  
HETATM   47  H22 UNL     1       2.355  -2.256   0.571  1.00  0.00           H  
HETATM   48  H23 UNL     1       4.676  -2.561   0.154  1.00  0.00           H  
HETATM   49  H24 UNL     1       4.673  -1.292  -1.085  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   25
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   24
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   23
CONECT   10   11   11   15
CONECT   11   12   39
CONECT   12   13   13   40
CONECT   13   14   41
CONECT   14   15   15   42
CONECT   15   16
CONECT   16   17
CONECT   17   18   18   23
CONECT   18   19   43
CONECT   19   20   20   44
CONECT   20   21   22
CONECT   22   23   23   45
CONECT   24   25   46   47
CONECT   25   48   49
END

HMDB0014577
     RDKit          3D
Prochlorperazine
 49 52  0  0  0  0  0  0  0  0999 V2000
    6.0200   -0.2386    0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513   -0.6617    0.9288 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956    0.5318    1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3973    0.3461    0.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319   -0.3342   -0.3407 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292    0.0611   -1.3120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1352   -0.0692   -1.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6665    0.7092    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1084    0.5060    0.2609 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4683   -0.7531    0.8486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797   -1.6473    1.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7952   -2.8518    1.8524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0992   -3.2263    2.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0799   -2.3715    1.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7550   -1.1730    1.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1054   -0.1407    0.5729 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4138    1.3543   -0.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3052    2.3195   -0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8306    3.4893   -1.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4666    3.6615   -1.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    5.1488   -1.8607 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.6050    2.6820   -0.7379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    1.4804   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7407   -1.6479   -0.3006 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2391   -1.5675   -0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9678    0.4815   -0.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6240   -1.0877    0.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4931    0.2924    1.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2004    1.3694    0.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0573    0.8945    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9840    1.3776    0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847   -0.1999    1.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5970   -0.4847   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5479    1.1342   -1.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    0.3722   -2.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4028   -1.1407   -1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4575    1.7677   -0.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758    0.4375    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4193   -1.4019    1.1653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9597   -3.4908    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484   -4.1823    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1337   -2.6720    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3944    2.1556   -0.4530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5587    4.2190   -1.4094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5629    2.8965   -0.8558 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -2.2365   -1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553   -2.2560    0.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760   -2.5610    0.1538 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6730   -1.2918   -1.0853 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  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
 20 22  1  0
 22 23  2  0
  5 24  1  0
 24 25  1  0
 25  2  1  0
 23  9  1  0
 15 10  1  0
 23 17  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 18 43  1  0
 19 44  1  0
 22 45  1  0
 24 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)-phenothiazine	ChEBI
2-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine	ChEBI
3-Chloro-10-(3-(1-methyl-4-piperazinyl)propyl)phenothiazine	ChEBI
3-Chloro-10-(3-(4-methyl-1-piperazinyl)propyl)phenothiazine	ChEBI
Chloro-3 (N-methylpiperazinyl-3 propyl)-10 phenothiazine	ChEBI
N-(gamma-(4'-Methylpiperazinyl-1')propyl)-3-chlorophenothiazine	ChEBI
Prochlorperazin	ChEBI
Prochlorperazinum	ChEBI
Prochlorpermazine	ChEBI
Prochlorpromazine	ChEBI
Procloperazine	ChEBI
Proclorperazina	ChEBI
Compro	Kegg
N-(g-(4'-Methylpiperazinyl-1')propyl)-3-chlorophenothiazine	Generator
N-(Γ-(4'-methylpiperazinyl-1')propyl)-3-chlorophenothiazine	Generator
Chlormeprazine	HMDB
Chlorperazine	HMDB
Prochloroperazine	HMDB
Prochlorpemazine	HMDB
Prochlorperazine edisylate	HMDB
Prochlorperazine maleate	HMDB
Proclorperazine	HMDB
Compazine	HMDB
Edisylate salt, prochlorperazine	HMDB
Prochlorperazine edisylate salt	HMDB
Salt, prochlorperazine edisylate	HMDB
Edisylate, prochlorperazine	HMDB
Maleate, prochlorperazine	HMDB

Chemical Formula

C₂₀H₂₄ClN₃S

Average Molecular Weight

373.943

Monoisotopic Molecular Weight

373.13794618

IUPAC Name

2-chloro-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine

Traditional Name

compro

CAS Registry Number

58-38-8

SMILES

CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1

InChI Identifier

InChI=1S/C20H24ClN3S/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24/h2-3,5-8,15H,4,9-14H2,1H3

InChI Key

WIKYUJGCLQQFNW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenothiazines. These are polycyclic aromatic compounds containing a phenothiazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a para-thiazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazines

Sub Class

Phenothiazines

Direct Parent

Phenothiazines

Alternative Parents

Substituents

Phenothiazine
Alkyldiarylamine
Diarylthioether
Aryl thioether
Tertiary aliphatic/aromatic amine
N-alkylpiperazine
N-methylpiperazine
Para-thiazine
Aryl chloride
Aryl halide
1,4-diazinane
Benzenoid
Piperazine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Thioether
Organic nitrogen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenothiazines (CHEBI:8435 )
organochlorine compound (CHEBI:8435 )
N-alkylpiperazine (CHEBI:8435 )
N-methylpiperazine (CHEBI:8435 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014577)

Process

Not Available

Role

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	228 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.011 g/L	Not Available
LogP	4.6	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	CBM	183.7	30932474

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	4.67	ALOGPS
logP	4.38	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.72 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.81 m³·mol⁻¹	ChemAxon
Polarizability	41.77 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	185.354	30932474
DeepCCS	[M-H]-	182.996	30932474
DeepCCS	[M-2H]-	216.208	30932474
DeepCCS	[M+Na]+	191.448	30932474
AllCCS	[M+H]+	186.9	32859911
AllCCS	[M+H-H2O]+	184.3	32859911
AllCCS	[M+NH4]+	189.4	32859911
AllCCS	[M+Na]+	190.1	32859911
AllCCS	[M-H]-	183.7	32859911
AllCCS	[M+Na-2H]-	183.2	32859911
AllCCS	[M+HCOO]-	182.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prochlorperazine	CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1	3990.0	Standard polar	33892256
Prochlorperazine	CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1	2917.5	Standard non polar	33892256
Prochlorperazine	CN1CCN(CCCN2C3=CC=CC=C3SC3=C2C=C(Cl)C=C3)CC1	2932.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Prochlorperazine EI-B (Non-derivatized)	splash10-01vo-9853000000-ba88fedd94e150c34e1a	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Prochlorperazine EI-B (Non-derivatized)	splash10-0229-7933000000-4e14a9a9728c361941d3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Prochlorperazine EI-B (Non-derivatized)	splash10-01vo-9853000000-ba88fedd94e150c34e1a	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Prochlorperazine EI-B (Non-derivatized)	splash10-0229-7933000000-4e14a9a9728c361941d3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prochlorperazine GC-MS (Non-derivatized) - 70eV, Positive	splash10-06xt-9553000000-7c5cfdffb1424ab9b4c3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prochlorperazine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-022c-9752000000-533ac31876b44d82f2aa	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prochlorperazine , positive-QTOF	splash10-00fr-0219000000-abf2f9a1f6a1efb497b8	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Prochlorperazine 35V, Positive-QTOF	splash10-01vo-1913000000-18dc04b2a841732cef46	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 10V, Positive-QTOF	splash10-00di-0119000000-c5080d81978309713b43	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 20V, Positive-QTOF	splash10-00dl-3759000000-27beb72c9655a5a10292	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 40V, Positive-QTOF	splash10-05fr-9641000000-e1d8ff01b979f368bc22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 10V, Negative-QTOF	splash10-00di-0009000000-237f2504c3b8b858f420	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 20V, Negative-QTOF	splash10-03k9-0093000000-596171d19953284e7c67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 40V, Negative-QTOF	splash10-001j-6790000000-18250cf634dd842e2d16	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 10V, Negative-QTOF	splash10-00di-0009000000-b7096763c7649cee6320	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 20V, Negative-QTOF	splash10-00di-0019000000-a9bd62cc7ad7a33ce8ea	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 40V, Negative-QTOF	splash10-001i-9073000000-a0220d70775ae8155309	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 10V, Positive-QTOF	splash10-00di-0009000000-2aca52d377070d2c9d91	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 20V, Positive-QTOF	splash10-00dl-0908000000-0cbc070d6e31e1a308b0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prochlorperazine 40V, Positive-QTOF	splash10-08n9-9621000000-82835cd472af493a67f3	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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 DB00433	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00433	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00433

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4748

KEGG Compound ID

C07403

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Prochlorperazine

METLIN ID

Not Available

PubChem Compound

4917

PDB ID

P77

ChEBI ID

8435

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

Not Available

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

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. D(2) dopamine receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This is one of the five types (D1 to D5) of receptors for dopamine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
Gene Name:: DRD2
Uniprot ID:: P14416
Molecular weight:: 50618.9

References

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Roberge RJ: Antiemetic-related dystonic reaction unmasked by removal of a scopolamine transdermal patch. J Emerg Med. 2006 Apr;30(3):299-302. [PubMed:16677982 ]
Hamik A, Peroutka SJ: Differential interactions of traditional and novel antiemetics with dopamine D2 and 5-hydroxytryptamine3 receptors. Cancer Chemother Pharmacol. 1989;24(5):307-10. [PubMed:2527092 ]
Vinson DR: Development of a simplified instrument for the diagnosis and grading of akathisia in a cohort of patients receiving prochlorperazine. J Emerg Med. 2006 Aug;31(2):139-45. [PubMed:17044574 ]
Callan JE, Kostic MA, Bachrach EA, Rieg TS: Prochlorperazine vs. promethazine for headache treatment in the emergency department: a randomized controlled trial. J Emerg Med. 2008 Oct;35(3):247-53. doi: 10.1016/j.jemermed.2007.09.047. Epub 2008 Jun 5. [PubMed:18534808 ]
Narita M, Takei D, Shiokawa M, Tsurukawa Y, Matsushima Y, Nakamura A, Takagi S, Asato M, Ikegami D, Narita M, Amano T, Niikura K, Hashimoto K, Kuzumaki N, Suzuki T: Suppression of dopamine-related side effects of morphine by aripiprazole, a dopamine system stabilizer. Eur J Pharmacol. 2008 Dec 14;600(1-3):105-9. doi: 10.1016/j.ejphar.2008.10.030. Epub 2008 Oct 21. [PubMed:18955042 ]
Golembiewski J, Tokumaru S: Pharmacological prophylaxis and management of adult postoperative/postdischarge nausea and vomiting. J Perianesth Nurs. 2006 Dec;21(6):385-97. [PubMed:17169748 ]

Showing metabocard for Prochlorperazine (HMDB0014577)

MOL for HMDB0014577 (Prochlorperazine)

3D MOL for HMDB0014577 (Prochlorperazine)

3D SDF for HMDB0014577 (Prochlorperazine)

3D-SDF for HMDB0014577 (Prochlorperazine)

PDB for HMDB0014577 (Prochlorperazine)

3D PDB for HMDB0014577 (Prochlorperazine)

SMILES for HMDB0014577 (Prochlorperazine)

INCHI for HMDB0014577 (Prochlorperazine)

Structure for HMDB0014577 (Prochlorperazine)

3D Structure for HMDB0014577 (Prochlorperazine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References