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

General Information of Drug (ID: DR1185)
Drug Name
MK-0822
Synonyms
MK 0822; MK-0822; MK0822; Odanacatib; Odanacatib (MK 0822); Odanacatib (MK-0822); (2S)-N-(1-Cyanocyclopropyl)-4-fluoro-4-methyl-2-[[(1S)-2,2,2-trifluoro-1-[4'-(methylsulfonyl)[1,1'-biphenyl]-4-yl]ethyl]amino]pentanamide; (S)-N-(1-CYANOCYCLOPROPYL)-4-FLUORO-4-METHYL-2-((S)-2,2,2-TRIFLUORO-1-(4'-(METHYLSULFONYL)BIPHENYL-4-YL)ETHYLAMINO)PENTANAMIDE; 603139-19-1; CHEMBL481611; N673F6W2VH; UNII-N673F6W2VH
Indication Osteoporosis [ICD11: FB83] Phase 1 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 525.6 Topological Polar Surface Area 107
Heavy Atom Count 36 Rotatable Bond Count 9
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
10152654
PubChem SID
15144761 ; 22552176 ; 40136829 ; 77239026 ; 96025638 ; 99431578 ; 103609745 ; 104107486 ; 124759704 ; 126644892 ; 126671643 ; 135252258 ; 136024159 ; 136345874 ; 136367854 ; 137251867 ; 139992214 ; 144116308 ; 152040138 ; 152258027 ; 152258070 ; 152344369 ; 160646909 ; 162038064 ; 162205218 ; 164023439 ; 164210447 ; 170502111 ; 174006242 ; 178103092 ; 184823532 ; 198938642 ; 223386751 ; 223675719 ; 223704695 ; 223842901 ; 227700968 ; 242591563 ; 244396141 ; 251970964 ; 252160437
CAS Number
603139-19-1Topotecan
TTD Drug ID
D0J6AU
Formula
C25H27F4N3O3S
Canonical SMILES
CC(C)(CC(C(=O)NC1(CC1)C#N)NC(C2=CC=C(C=C2)C3=CC=C(C=C3)S(=O)(=O)C)C(F)(F)F)F
InChI
1S/C25H27F4N3O3S/c1-23(2,26)14-20(22(33)32-24(15-30)12-13-24)31-21(25(27,28)29)18-6-4-16(5-7-18)17-8-10-19(11-9-17)36(3,34)35/h4-11,20-21,31H,12-14H2,1-3H3,(H,32,33)/t20-,21-/m0/s1
InChIKey
FWIVDMJALNEADT-SFTDATJTSA-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
MK-0822 Metabolite M1-A DM003514 N. A. Unclear 1 [3]
MK-0822 Metabolite M10 (Odanacatib) DM003513
156596384
Multi-steps Reaction - Glucuronidation; hydrolysis 1 [2]
MK-0822 Metabolite M4 DM003509 N. A. Unclear 1 [3]
MK-0822 Metabolite M6 (Odanacatib) DM003511
156028106
Multi-steps Reaction - Cyclization; Glutamyl removal; glutathione conjugation 1 [2]
MK-0822 Metabolite M8 (Odanacatib) DM003504
156596462
Oxidation - Hydrolyzationn 1 [2]
MK-0822 Metabolite M9 (Odanacatib) DM003512
156596516
Multi-steps Reaction - N-dealkylation; glucuronidation 1 [2]
MK-0822 Metabolite M2-A DM003508 N. A. Unclear 2 [3]
MK-0822 Metabolite M3 (Odanacatib) DM003507
146675096
Conjugation - Glucuronidation 2 [2]
MK-0822 Metabolite M5 DM003510 N. A. Unclear 2 [3]
MK-0822 Metabolite M7-B (Odanacatib) DM003505 N. A. Oxidation - Oxidationn 2 [2]
MK-0822 Metabolite M7-A (Odanacatib) DM003506 N. A. Other reaction - Cyclization 3 [2]
⏷ Show the Full List of 11  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR003953 MK-0822 MK-0822 Metabolite M8 (Odanacatib) Oxidation - Hydrolyzationn CYP3A4 ... [2]
MR003958 MK-0822 MK-0822 Metabolite M4 Unclear Unclear [3]
MR003960 MK-0822 MK-0822 Metabolite M6 (Odanacatib) Multi-steps Reaction - Cyclization; Glutamyl removal; glutathione conjugation Unclear [2]
MR003961 MK-0822 MK-0822 Metabolite M9 (Odanacatib) Multi-steps Reaction - N-dealkylation; glucuronidation Unclear [2]
MR003962 MK-0822 MK-0822 Metabolite M10 (Odanacatib) Multi-steps Reaction - Glucuronidation; hydrolysis Unclear [2]
MR003963 MK-0822 MK-0822 Metabolite M1-A Unclear Unclear [3]
MR003959 MK-0822 Metabolite M4 MK-0822 Metabolite M5 Unclear Unclear [3]
MR003954 MK-0822 Metabolite M8 (Odanacatib) MK-0822 Metabolite M7-B (Odanacatib) Oxidation - Oxidationn Unclear [2]
MR003956 MK-0822 Metabolite M8 (Odanacatib) MK-0822 Metabolite M3 (Odanacatib) Conjugation - Glucuronidation Unclear [2]
MR003957 MK-0822 Metabolite M8 (Odanacatib) MK-0822 Metabolite M2-A Unclear Unclear [3]
MR003955 MK-0822 Metabolite M7-B (Odanacatib) MK-0822 Metabolite M7-A (Odanacatib) Other reaction - Cyclization Unclear [2]
⏷ Show the Full List of 11 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800024552)
2 Disposition and metabolism of the cathepsin K inhibitor odanacatib in humans. Drug Metab Dispos. 2014 May;42(5):818-27.
3 Pharmacokinetics and metabolism in rats, dogs, and monkeys of the cathepsin k inhibitor odanacatib: demethylation of a methylsulfonyl moiety as a major metabolic pathway

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