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

General Information of Drug (ID: DR3268)
Drug Name
LJN452
Synonyms
Tropifexor; 1383816-29-2; UNII-NMZ08KM76Z; NMZ08KM76Z; CPD1549; Tropifexor [INN]; GTPL9725; SCHEMBL19178329; SCHEMBL17848159; LJN-452; EX-A1934; CS-8153; compound 1 [PMID: 29148806]; ACN-053193; AC-30341; 2-[(1R,3r,5S)-3-({5-cyclopropyl-3-[2-(trifluoromethoxy)phenyl]-1,2-oxazol-4-yl}methoxy)-8-azabicyclo[3.2.1]octan-8-yl]-4-fluoro-1,3-benzothiazole-6-carboxylic acid; HY-107418; 2-((1R,5S)-3-((5-cyclopropyl-3-(2-(trifluoromethoxy)phenyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)-4-fluorob
Indication Primary biliary cholangitis [ICD11: DB96] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 603.6 Topological Polar Surface Area 126
Heavy Atom Count 42 Rotatable Bond Count 8
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 13
Cross-matching ID
PubChem CID
121418176
CAS Number
1383816-29-2
TTD Drug ID
D05EUR
Formula
C29H25F4N3O5S
Canonical SMILES
C1C[C@H]2CC(C[C@@H]1N2C3=NC4=C(C=C(C=C4S3)C(=O)O)F)OCC5=C(ON=C5C6=CC=CC=C6OC(F)(F)F)C7CC7
InChI
InChI=1S/C29H25F4N3O5S/c30-21-9-15(27(37)38)10-23-25(21)34-28(42-23)36-16-7-8-17(36)12-18(11-16)39-13-20-24(35-41-26(20)14-5-6-14)19-3-1-2-4-22(19)40-29(31,32)33/h1-4,9-10,14,16-18H,5-8,11-13H2,(H,37,38)/t16-,17+,18?
InChIKey
VYLOOGHLKSNNEK-JWTNVVGKSA-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
LJN452 metabolite M11.6 DM017225 N. A. Multi-steps Reaction - Oxidative; O-dealkylation 1 [2]
LJN452 metabolite M22 DM017228 N. A. Conjugation - Glucuronidation 1 [2]
LJN452 metabolite M22.4 DM017220 N. A. Oxidation - Oxidation 1 [2]
LJN452 metabolite M24 DM017222 N. A. Unclear - Unclear 1 [2]
LJN452 metabolite M18.1 DM017224 N. A. Other reaction - Hydration 2 [2]
LJN452 metabolite M18.2 DM017221 N. A. Oxidation - Oxidation 2 [2]
LJN452 metabolite M19.5 DM017223 N. A. Oxidation - Oxidation 2 [2]
LJN452 metabolite M6 DM017226 N. A. Oxidation - Oxidation 2 [2]
LJN452 metabolite M6.7 DM017227 N. A. Conjugation - Glucuronidation 2 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008294 LJN452 LJN452 metabolite M22.4 Oxidation - Oxidation CYP2C8 [2]
MR008296 LJN452 LJN452 metabolite M24 Unclear - Unclear CYP2C9 [2]
MR008300 LJN452 LJN452 metabolite M11.6 Multi-steps Reaction - Oxidative; O-dealkylation CYP3A4 [2]
MR008303 LJN452 LJN452 metabolite M22 Conjugation - Glucuronidation UGT1A1 ... [2]
MR008301 LJN452 metabolite M11.6 LJN452 metabolite M6 Oxidation - Oxidation Unclear [2]
MR008302 LJN452 metabolite M11.6 LJN452 metabolite M6.7 Conjugation - Glucuronidation Unclear [2]
MR008295 LJN452 metabolite M22.4 LJN452 metabolite M18.2 Oxidation - Oxidation Unclear [2]
MR008297 LJN452 metabolite M24 LJN452 metabolite M18.2 Oxidation - Oxidation Unclear [2]
MR008298 LJN452 metabolite M24 LJN452 metabolite M19.5 Oxidation - Oxidation Unclear [2]
MR008299 LJN452 metabolite M24 LJN452 metabolite M18.1 Other reaction - Hydration Unclear [2]
⏷ Show the Full List of 10 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 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A3 (UGT1A3) DME0041 Homo sapiens
UD13_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A7 (UGT1A7) DME0065 Homo sapiens
UD17_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A9 (UGT1A9) DME0042 Homo sapiens
UD19_HUMAN
2.4.1.17
[2]
⏷ Show the Full List of 7  DME(s)
References
1 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
2 Evaluation of the Absorption, Metabolism, and Excretion of a Single Oral 1-mg Dose of Tropifexor in Healthy Male Subjects and the Concentration Dependence of Tropifexor Metabolism

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