Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1351)
Drug Name
Promazine
Synonyms
Prazin; Prazine; Promazin; Promazina; Promazina [INN-Spanish]; Promazina [Italian]; Promazine [INN:BAN]; Promazinum; Promazinum [INN-Latin]; Promwill; Propazinum; Protactyl; RP 3276; Romtiazin; Sinophenin; Sparine; Verophen; WY 1094; Ampazine; Berophen; Esparin; Liranol; Neo-Hibernex; promazine; 10-(3-(Dimethylamino)propyl)phenothiazine; 10H-Phenothiazine-10-propanamine, N,N-dimethyl-; 58-40-2; A 145; HSDB 3172; N-(3-Dimethylaminopropyl)phenothiazine; N-Dimethylamino-1-methylethyl thiodiphenylamine; NSC 31447; Tomil; UNII-O9M39HTM5W
Indication Schizophrenia [ICD11: 6A20] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 284.4 Topological Polar Surface Area 31.8
Heavy Atom Count 20 Rotatable Bond Count 4
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
4926
PubChem SID
9583 ; 90371 ; 647046 ; 5236626 ; 7980397 ; 8153033 ; 10525853 ; 10528271 ; 11111651 ; 11111652 ; 11335594 ; 11360833 ; 11363760 ; 11366322 ; 11368884 ; 11372094 ; 11374833 ; 11377046 ; 11461805 ; 11466721 ; 11467841 ; 11484533 ; 11486502 ; 11488655 ; 11490833 ; 11492962 ; 11494680 ; 14848900 ; 29224004 ; 46504504 ; 47216716 ; 47216717 ; 47291075 ; 47365121 ; 47440189 ; 47515258 ; 47588936 ; 47959671 ; 47959672 ; 48416476 ; 49698885 ; 50006482 ; 50100325 ; 50104276 ; 50686916 ; 56352878 ; 57288820 ; 57322527 ; 85209395 ; 90341344
ChEBI ID
ChEBI:8459
CAS Number
58-40-2
TTD Drug ID
D00NAX
Formula
C17H20N2S
Canonical SMILES
CN(C)CCCN1C2=CC=CC=C2SC3=CC=CC=C31
InChI
1S/C17H20N2S/c1-18(2)12-7-13-19-14-8-3-5-10-16(14)20-17-11-6-4-9-15(17)19/h3-6,8-11H,7,12-13H2,1-2H3
InChIKey
ZGUGWUXLJSTTMA-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
3-hydroxypromazine DM002998
67569
Oxidation - Hydroxylation 1 [2]
N-Desmethylpromazine DM002995
28315
Oxidation - N-Demethylation 1 [2]
Phenothiazine DM002997
7108
Unclear 1 [3]
Promazine 5-sulfoxide DM002994
547559
Oxidation - 5-Sulphoxidation 1 [2]
3-hydroxypromazine glucuronide DM002999 N. A. Conjugation - Glucuronidation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002781 Promazine Promazine 5-sulfoxide Oxidation - 5-Sulphoxidation CYP1A2 ... [2]
MR002782 Promazine N-Desmethylpromazine Oxidation - N-Demethylation CYP1A2 ... [2]
MR002783 Promazine Phenothiazine Unclear Unclear [3]
MR002784 Promazine 3-hydroxypromazine Oxidation - Hydroxylation Unclear [2]
MR002780 3-hydroxypromazine 3-hydroxypromazine glucuronide Conjugation - Glucuronidation Unclear [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
References
1 Promazine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development Curr Med Chem. 2009;16(27):3480-675. doi: 10.2174/092986709789057635.
3 Hazardous Substances Data Bank:Promazine

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