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

General Information of Drug (ID: DR0351)
Drug Name
Clonazepam
Synonyms
Chlonazepam; Cloazepam; Clonazepamum; Clonazepamum [INN-Latin]; Clonex; Clonopin; Iktorivil; Kenoket; Klonopin; Klonopin Rapidly Disintegrating; Landsen; Lktorivil; Alti-Clonazepam; Antelepsin; Antilepsin; Lonazep; Rivotril; Ro 4-8180; Ro 5-4023; Solfidin; clonazepam; 1,3-Dihydro-7-nitro-5-(2-chlorophenyl)-2H-1,4.benzodiazepin-2-one; 1622-61-3; 5-(2-Chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one; 5-(2-chlorophenyl)-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one; Paxam; UNII-5PE9FDE8GB
Indication Epilepsy [ICD11: 8A60] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 315.71 Topological Polar Surface Area 87.3
Heavy Atom Count 22 Rotatable Bond Count 1
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
2802
PubChem SID
447045 ; 629452 ; 4807399 ; 6242864 ; 7847346 ; 7978973 ; 8150128 ; 8151811 ; 10503355 ; 10509779 ; 10589180 ; 11109648 ; 11336148 ; 11361387 ; 11462359 ; 12146087 ; 14874486 ; 24892396 ; 29221957 ; 46507677 ; 47702094 ; 47736576 ; 48415805 ; 49884102 ; 49884205 ; 50876639 ; 56313737 ; 57321471 ; 85176029 ; 92307992 ; 92714482 ; 92729733 ; 93167162 ; 96026525 ; 96079552 ; 99302061 ; 103165964 ; 103930203 ; 104301655 ; 125536639 ; 126624103 ; 126655374 ; 126691438 ; 127729747 ; 131300953 ; 134337573 ; 134979678 ; 135315111 ; 136949632 ; 137002943
ChEBI ID
CHEBI:3756
CAS Number
1622-61-3
TTD Drug ID
D0CP4E
Formula
C15H10ClN3O3
Canonical SMILES
C1C(=O)NC2=C(C=C(C=C2)[N+](=O)[O-])C(=N1)C3=CC=CC=C3Cl
InChI
1S/C15H10ClN3O3/c16-12-4-2-1-3-10(12)15-11-7-9(19(21)22)5-6-13(11)18-14(20)8-17-15/h1-7H,8H2,(H,18,20)
InChIKey
DGBIGWXXNGSACT-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-hydroxy-clonazepam DM006117
148438
Oxidation - Hydrolyzationn 1 [3]
7-amino-clonazepam DM006113
188298
Reduction - Reduction 1 [3]
3-hydroxy-7-amino-clonazepam DM006116
148439
Oxidation - Hydrolyzationn 2 [3]
7-acetamido-clonazepam DM006114
162054
Conjugation - Acetylation 2 [3]
Glucuronyl-3-hydroxy-clonazepam DM006118 N. A. Conjugation - Glucuronidation 2 [3]
3-hydroxy-7-acetamido-clonazepam DM006115
3036516
Oxidation - V3-hydroxylation 3 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006581 Clonazepam 7-amino-clonazepam Reduction - Reduction CYP3A4 ... [3]
MR006585 Clonazepam 3-hydroxy-clonazepam Oxidation - Hydrolyzationn Unclear [3]
MR006586 3-hydroxy-clonazepam Glucuronyl-3-hydroxy-clonazepam Conjugation - Glucuronidation Unclear [3]
MR006582 7-amino-clonazepam 7-acetamido-clonazepam Conjugation - Acetylation NAT2 [3]
MR006584 7-amino-clonazepam 3-hydroxy-7-amino-clonazepam Oxidation - Hydrolyzationn Unclear [3]
MR006583 7-acetamido-clonazepam 3-hydroxy-7-acetamido-clonazepam Oxidation - V3-hydroxylation Unclear [3]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
N-acetyltransferase 2 (NAT2) DME0051 Homo sapiens
ARY2_HUMAN
2.3.1.5
[3]
Oxygen-insensitive NADPH nitroreductase B (nfsB) DME1048 Escherichia coli
NFSB_ECOLI
1.5.1.34
[4]
RNA cytidine acetyltransferase (hALP) DME0007 Homo sapiens
NAT10_HUMAN
2.3.1.5
[5]
References
1 Clonazepam was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Identification of the human and animal hepatic cytochromes P450 involved in clonazepam metabolism. Fundam Clin Pharmacol. 1993;7(2):69-75.
3 Optimization of Clonazepam Therapy Adjusted to Patient's CYP3A Status and NAT2 Genotype
4 Characterization of Escherichia coli nitroreductase NfsB in the metabolism of nitrobenzodiazepines. Biochem Pharmacol. 2009 Jul 1;78(1):96-103.
5 Effect of common NAT2 variant alleles in the acetylation of the major clonazepam metabolite, 7-aminoclonazepam. Drug Metab Lett. 2007 Jan;1(1):3-5.

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.