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

General Information of Drug (ID: DR1521)
Drug Name
Suvorexant
Synonyms
Suvorexant; Suvorexant (MK-4305); (R)-(4-(5-Chlorobenzo[d]oxazol-2-yl)-7-methyl-1,4-diazepan-1-yl)(5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone; BELSOMRA; MK 4305; MK-4305; MK4305; 081L192FO9; 1030377-33-3; 5-Chloro-2-[(5R)-5-methyl-4-[5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoyl]-1,4-diazepan-1-yl]-1,3-benzoxazole; C23H23ClN6O2; CHEBI:82698; CHEMBL1083659; UNII-081L192FO9; [(7R)-4-(5-Chloro-1,3-benzoxazol-2-yl)-7-methyl-1,4-diazepan-1-yl][5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl]methanone
Indication Insomnia [ICD11: 7A00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 450.9 Topological Polar Surface Area 80.3
Heavy Atom Count 32 Rotatable Bond Count 3
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
24965990
PubChem SID
56264110 ; 57493879 ; 99431637 ; 103755866 ; 104153062 ; 134348113 ; 135267387 ; 135650615 ; 136946578 ; 138669889 ; 141618580 ; 152258025 ; 152258268 ; 160647104 ; 163312227 ; 164044652 ; 171061162 ; 175266695 ; 176245483 ; 184816450 ; 198993974 ; 215784570 ; 223377940 ; 223447420 ; 223620167 ; 223704064 ; 225372552 ; 227781057 ; 248624194 ; 249822123 ; 250214353 ; 251963163 ; 252062692 ; 252211821 ; 252215820 ; 252442778 ; 252473529
ChEBI ID
CHEBI:82698
CAS Number
1030377-33-3
TTD Drug ID
D00OVU
Formula
C23H23ClN6O2
Canonical SMILES
CC1CCN(CCN1C(=O)C2=C(C=CC(=C2)C)N3N=CC=N3)C4=NC5=C(O4)C=CC(=C5)Cl
InChI
1S/C23H23ClN6O2/c1-15-3-5-20(30-25-8-9-26-30)18(13-15)22(31)29-12-11-28(10-7-16(29)2)23-27-19-14-17(24)4-6-21(19)32-23/h3-6,8-9,13-14,16H,7,10-12H2,1-2H3/t16-/m1/s1
InChIKey
JYTNQNCOQXFQPK-MRXNPFEDSA-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
hydroxyl-suvorexant DM000406 N. A. Oxidation - Hydoxylation 1 [2] , [4] , [5]
Suvorexant metabolite M10a DM000412
155928945
Oxidation - Hydoxylation 1 [4] , [5]
Suvorexant metabolite M17 DM000414
156596706
Unclear 1 [5]
Suvorexant metabolite M8 DM000410 N. A. Oxidation - Hydoxylation 1 [4] , [5]
Suvorexant metabolite M12 DM000413
156613649
Conjugation - Glucuronidation 2 [5]
Suvorexant metabolite M3 DM000411 N. A. Conjugation - Glucuronidation 2 [5]
Suvorexant metabolite M4 DM000407
24965988
Oxidation - Oxidation 2 [4] , [5]
Suvorexant metabolite M18 DM000409 N. A. Oxidation - Hydoxylation 3 [4] , [5]
Suvorexant metabolite M4 glucuronide DM000408 N. A. Conjugation - Glucuronidation 3 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002313 Suvorexant hydroxyl-suvorexant Oxidation - Hydoxylation CYP3A4 ... [2], [4], [5]
MR002314 Suvorexant Suvorexant metabolite M8 Oxidation - Hydoxylation Unclear [4], [5]
MR002315 Suvorexant Suvorexant metabolite M10a Oxidation - Hydoxylation Unclear [4], [5]
MR002316 Suvorexant Suvorexant metabolite M17 Unclear Unclear [5]
MR002308 hydroxyl-suvorexant Suvorexant metabolite M4 Oxidation - Oxidation Unclear [4], [5]
MR002312 Suvorexant metabolite M10a Suvorexant metabolite M12 Conjugation - Glucuronidation Unclear [5]
MR002311 Suvorexant metabolite M8 Suvorexant metabolite M3 Conjugation - Glucuronidation Unclear [5]
MR002309 Suvorexant metabolite M4 Suvorexant metabolite M4 glucuronide Conjugation - Glucuronidation Unclear [5]
MR002310 Suvorexant metabolite M4 Suvorexant metabolite M18 Oxidation - Hydoxylation Unclear [4], [5]
⏷ Show the Full List of 9 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]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[3]
References
1 Suvorexant was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Suvorexant: a promising, novel treatment for insomnia. Neuropsychiatr Dis Treat. 2016 Feb 25;12:491-5.
3 Suvorexant: a promising, novel treatment for insomnia Neuropsychiatr Dis Treat. 2016 Feb 25;12:491-5. doi: 10.2147/NDT.S31495.
4 CYP450-Mediated metabolism of suvorexant and investigation of metabolites in forensic case specimens Forensic Sci Int. 2020 Jul;312:110307. doi: 10.1016/j.forsciint.2020.110307.
5 In vitro and in vivo characterisation of the metabolism and disposition of suvorexant in humans Xenobiotica. 2016 Oct;46(10):882-95. doi: 10.3109/00498254.2015.1129565.

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