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

General Information of Drug (ID: DR2971)
Drug Name
KRP-297
Synonyms
KRP-297; MK 767; MK-767; KRP297; KRP 297; 213252-19-8; L410198; L 410198; 5-((2,4-Dioxo-5-thiazolidinyl)methyl)-2-methoxy-N-((4-(trifluoromethyl)phenyl)methyl)benzamide; Benzamide, 5-((2,4-dioxo-5-thiazolidinyl)methyl)-2-methoxy-N-((4-(trifluoromethyl)phenyl)methyl)-; 5-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]-2-methoxy-N-[[4-(trifluoromethyl)phenyl]methyl]benzamide; NFFXEUUOMTXWCX-UHFFFAOYSA-N; SCHEMBL3922; AC1L45TL; MLS006010319; GTPL2677; CTK4E6495; MolPort-018-657-358; AKOS005067111; NCGC00263123-01; SMR004701384
Indication Hypertriglyceridaemia [ICD11: 5C80] Terminated [1]
Type-2 diabetes [ICD11: ICD11: 5A11] Discontinued in Phase 2 [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 438.4 Topological Polar Surface Area 110
Heavy Atom Count 30 Rotatable Bond Count 6
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 8
Cross-matching ID
PubChem CID
151183
CAS Number
213252-19-8
TTD Drug ID
D02RAU
Formula
C20H17F3N2O4S
Canonical SMILES
COC1=C(C=C(C=C1)CC2C(=O)NC(=O)S2)C(=O)NCC3=CC=C(C=C3)C(F)(F)F
InChI
InChI=1S/C20H17F3N2O4S/c1-29-15-7-4-12(9-16-18(27)25-19(28)30-16)8-14(15)17(26)24-10-11-2-5-13(6-3-11)20(21,22)23/h2-8,16H,9-10H2,1H3,(H,24,26)(H,25,27,28)
InChIKey
NFFXEUUOMTXWCX-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
KRP-297 Metabolite M10 DM019345 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M11 DM019343 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M13 DM019344 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M2 DM019337 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M24 DM019346 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M28 DM019349 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M30 DM019347 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M31 DM019348 N. A. Unclear - Unclear 1 [3]
KRP-297 Metabolite M25 DM019338 N. A. Unclear - Unclear 2 [3]
KRP-297 Metabolite M1 DM019339 N. A. Unclear - Unclear 3 [3]
KRP-297 Metabolite M15 DM019340 N. A. Unclear - Unclear 3 [3]
KRP-297 Metabolite M20 DM019342 N. A. Unclear - Unclear 4 [3]
KRP-297 Metabolite M5,M9 DM019341 N. A. Unclear - Unclear 4 [3]
⏷ Show the Full List of 13  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR011883 KRP-297 KRP-297 Metabolite M2 Unclear - Unclear CYP3A4 [3]
MR011889 KRP-297 KRP-297 Metabolite M11 Unclear - Unclear CYP3A4 [3]
MR011890 KRP-297 KRP-297 Metabolite M13 Unclear - Unclear Unclear [3]
MR011891 KRP-297 KRP-297 Metabolite M10 Unclear - Unclear Unclear [3]
MR011892 KRP-297 KRP-297 Metabolite M24 Unclear - Unclear Unclear [3]
MR011893 KRP-297 KRP-297 Metabolite M30 Unclear - Unclear Unclear [3]
MR011894 KRP-297 KRP-297 Metabolite M31 Unclear - Unclear Unclear [3]
MR011895 KRP-297 KRP-297 Metabolite M28 Unclear - Unclear CYP2C19 ... [3]
MR011884 KRP-297 Metabolite M2 KRP-297 Metabolite M25 Unclear - Unclear TMT [3]
MR011885 KRP-297 Metabolite M25 KRP-297 Metabolite M1 Unclear - Unclear CYP3A4 ... [3]
MR011886 KRP-297 Metabolite M25 KRP-297 Metabolite M15 Unclear - Unclear Unclear [3]
MR011887 KRP-297 Metabolite M1 KRP-297 Metabolite M5,M9 Unclear - Unclear ES [3]
MR011888 KRP-297 Metabolite M1 KRP-297 Metabolite M20 Unclear - Unclear CYP3A4 [3]
⏷ Show the Full List of 13 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[3]
References
1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 2677).
2 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800010490)
3 Absorption, metabolism, and excretion of [14C]MK-0767 (2-methoxy-5-(2,4-dioxo-5-thiazolidinyl)-N-[[4-(trifluoromethyl)phenyl] methyl]benzamide) in humans

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