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

General Information of Drug (ID: DR0288)
Drug Name
Cenobamate
Synonyms
Cenobamate; Cenobamate (USAN/INN); Cenobamate [INN]; Cenobamate [USAN:INN]; P85X70RZWS; SCHEMBL1682643; YKP3089; 2H-Tetrazole-2-ethanol, alpha-(2-chlorophenyl)-, 2-carbamate, (alphaR)-; 2H-Tetrazole-2-ethanol, alpha-(2-chlorophenyl)-, carbamate (ester), (alphaR)-; 913088-80-9; CHEMBL3989949; CS-0014686; Carbamic acid (R)-(+)-1-(2-chlorophenyl)-2-(2H-tetrazol-2-yl)ethyl ester; HY-17607; UNII-P85X70RZWS
Indication Focal seizure [ICD11: 8A68] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 267.67 Topological Polar Surface Area 95.9
Heavy Atom Count 18 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
11962412
CAS Number
913088-80-9
Formula
C10H10ClN5O2
Canonical SMILES
C1=CC=C(C(=C1)C(CN2N=CN=N2)OC(=O)N)Cl
InChI
1S/C10H10ClN5O2/c11-8-4-2-1-3-7(8)9(18-10(12)17)5-16-14-6-13-15-16/h1-4,6,9H,5H2,(H2,12,17)/t9-/m0/s1
InChIKey
GFHAXPJGXSQLPT-VIFPVBQESA-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
Cenobamate metabolite M1 DM000759
146019392
Conjugation - Glucuronidation 1 [3]
Cenobamate metabolite M11 DM000760 N. A. Conjugation - Glucuronidation 1 [3]
Cenobamate metabolite M2a/2b DM000762 N. A. Conjugation - Glucuronidation 1 [3]
Cenobamate metabolite M3 DM000761
146019672
Conjugation - Glucuronidation 1 [3]
Cenobamate metabolite M6/7 DM000757 N. A. Oxidation - Hydroxylation 1 [3]
Cenobamate metabolite M5 DM000758 N. A. Conjugation - Glucuronidation 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000595 Cenobamate Cenobamate metabolite M6/7 Oxidation - Hydroxylation Unclear [3]
MR000596 Cenobamate Cenobamate metabolite M1 Conjugation - Glucuronidation UGT2B7 ... [3]
MR000597 Cenobamate Cenobamate metabolite M11 Conjugation - Glucuronidation UGT2B7 ... [3]
MR000598 Cenobamate Cenobamate metabolite M3 Conjugation - Glucuronidation UGT2B7 ... [3]
MR000599 Cenobamate Cenobamate metabolite M2a/2b Conjugation - Glucuronidation UGT2B7 ... [3]
MR000594 Cenobamate metabolite M6/7 Cenobamate metabolite M5 Conjugation - Glucuronidation 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 2A6 (CYP2A6) DME0005 Homo sapiens
CP2A6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2E1 (CYP2E1) DME0013 Homo sapiens
CP2E1_HUMAN
1.14.14.1
[2]
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
[2]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
UDP-glucuronosyltransferase 2B4 (UGT2B4) DME0047 Homo sapiens
UD2B4_HUMAN
2.4.1.17
[3]
UDP-glucuronosyltransferase 2B4 (UGT2B4) DME0047 Homo sapiens
UD2B4_HUMAN
2.4.1.17
[4]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 2B7 (UGT2B7) DME0040 Homo sapiens
UD2B7_HUMAN
2.4.1.17
[4]
⏷ Show the Full List of 10  DME(s)
References
1 Cenobamate was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 FDA label of Cenobamate. The 2020 official website of the U.S. Food and Drug Administration.
3 Mass Balance, Metabolism, and Excretion of Cenobamate, a New Antiepileptic Drug, After a Single Oral Administration in Healthy Male Subjects Eur J Drug Metab Pharmacokinet. 2020 Aug;45(4):513-522. doi: 10.1007/s13318-020-00615-7.
4 DrugBank(Pharmacology-Metabolism):Cenobamate

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