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

General Information of Drug (ID: DR5354)
Drug Name
Ponesimod
Synonyms
854107-55-4; UNII-5G7AKV2MKP; 5G7AKV2MKP; CHEMBL1096146; Ponesimod [USAN:INN]; Ponesimod,ACT-128800; Ponesimod (ACT-128800); GTPL9320; SCHEMBL15477937; SCHEMBL15477934; DTXSID50234631; MolPort-035-681-391; MolPort-046-033-541; EX-A1417; ZINC34509627; s8241; BDBM50316768; AKOS022180266; DB12016; Compound 8bo [PMID:20446681]; HY-10569; KB-72962; AS-35140; AJ-89002; (2Z,5Z)-5-(3-Chloro-4-((2R)-2,3-dihydroxypropoxy)phenylmethylidene)-3-(2-methylphenyl)-2-(propylimino)-1,3-thiazolidin-
Indication Multiple sclerosis [ICD11: 8A40] Approved [1]
Psoriasis vulgaris [ICD11: ICD11: EA90] Phase 2 [2]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 461 Topological Polar Surface Area 108
Heavy Atom Count 31 Rotatable Bond Count 8
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
11363176
CAS Number
854107-55-4
TTD Drug ID
D0Y4SI
Formula
C23H25ClN2O4S
Canonical SMILES
CCCN=C1N(C(=O)/C(=C/C2=CC(=C(C=C2)OC[C@@H](CO)O)Cl)/S1)C3=CC=CC=C3C
InChI
InChI=1S/C23H25ClN2O4S/c1-3-10-25-23-26(19-7-5-4-6-15(19)2)22(29)21(31-23)12-16-8-9-20(18(24)11-16)30-14-17(28)13-27/h4-9,11-12,17,27-28H,3,10,13-14H2,1-2H3/b21-12-,25-23?/t17-/m1/s1
InChIKey
LPAUOXUZGSBGDU-ULCCENQXSA-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
Ponesimod M12 Metabolite (ACT-204426) DM005145 N. A. Oxidation - Oxidationn 1 [3]
Ponesimod M13 Metabolite DM005153 N. A. Oxidation - Oxidationn 1 [3]
Ponesimod M27 Metabolite DM005149 N. A. Oxidation - Oxidationn 1 [3]
Ponesimod M32 Metabolite DM005147
24957029
Oxidation - Dealkylation 1 [3]
Ponesimod M5 Metabolite DM005152 N. A. Conjugation - Sulfation 1 [3]
Ponesimod M6 Metabolite DM005151 N. A. Reduction - Reduction 1 [3]
Ponesimod M13 Metabolite (ACT-338275) DM005146 N. A. Multi-steps Reaction - Hydrolysis; oxidation 2 [3]
Ponesimod M32 Metabolite DM005147
24957029
Oxidation - Dealkylation 2 [3]
Ponesimod M38 Metabolite DM005150 N. A. Conjugation - Glucuronidation 2 [3]
Ponesimod M48 Metabolite DM005148 N. A. Multi-steps Reaction - Oxidationn; reduction 2 [3]
Ponesimod M32 Metabolite DM005147
24957029
Oxidation - Dealkylation 3 [3]
Ponesimod M48 Metabolite DM005148 N. A. Multi-steps Reaction - Oxidationn; reduction 3 [3]
Ponesimod M48 Metabolite DM005148 N. A. Multi-steps Reaction - Oxidationn; reduction 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
MR013198 Ponesimod Ponesimod M12 Metabolite (ACT-204426) Oxidation - Oxidationn CYP2J2 ... [3]
MR013203 Ponesimod Ponesimod M32 Metabolite Oxidation - Dealkylation Unclear [3]
MR013204 Ponesimod Ponesimod M27 Metabolite Oxidation - Oxidationn Unclear [3]
MR013206 Ponesimod Ponesimod M6 Metabolite Reduction - Reduction Unclear [3]
MR013207 Ponesimod Ponesimod M5 Metabolite Conjugation - Sulfation Unclear [3]
MR013208 Ponesimod Ponesimod M13 Metabolite Oxidation - Oxidationn Unclear [3]
MR013199 Ponesimod M12 Metabolite (ACT-204426) Ponesimod M13 Metabolite (ACT-338275) Multi-steps Reaction - Hydrolysis; oxidation Unclear [3]
MR013202 Ponesimod M12 Metabolite (ACT-204426) Ponesimod M32 Metabolite Oxidation - Dealkylation Unclear [3]
MR013205 Ponesimod M27 Metabolite Ponesimod M38 Metabolite Conjugation - Glucuronidation Unclear [3]
MR013200 Ponesimod M13 Metabolite (ACT-338275) Ponesimod M32 Metabolite Oxidation - Dealkylation Unclear [3]
MR013201 Ponesimod M32 Metabolite Ponesimod M48 Metabolite Multi-steps Reaction - Oxidationn; reduction Unclear [3]
⏷ 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 2J2 (CYP2J2) DME0031 Homo sapiens
CP2J2_HUMAN
1.14.14.24
[3]
Cytochrome P450 2J2 (CYP2J2) DME0031 Homo sapiens
CP2J2_HUMAN
1.14.14.24
[4]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[4]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[4]
Cytochrome P450 4F12 (CYP4F12) DME0135 Homo sapiens
CP4FC_HUMAN
1.14.14.1
[3]
Cytochrome P450 4F12 (CYP4F12) DME0135 Homo sapiens
CP4FC_HUMAN
1.14.14.1
[4]
Leukotriene B4 omega-hydroxylase (CYP4F3) DME0034 Homo sapiens
CP4F3_HUMAN
1.14.14.1
[3]
⏷ Show the Full List of 9  DME(s)
References
1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health Human Services. 2021
2 ClinicalTrials.gov (NCT00852670) ACT-128800 in Psoriasis. U.S. National Institutes of Health.
3 Mass balance, pharmacokinetics and metabolism of the selective S1P1 receptor modulator ponesimod in humans
4 DrugBank(Pharmacology-Metabolism):Ponesimod

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