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

General Information of Drug (ID: DR5749)
Drug Name
Ivosidenib
Synonyms
(2S)-N-[(1S)-1-(2-chlorophenyl)-2-[(3,3-difluorocyclobutyl)amino]-2-oxoethyl]-1-(4-cyanopyridin-2-yl)-N-(5-fluoropyridin-3-yl)-5-oxopyrrolidine-2-carboxamide; Ivosidenib; Ivosidenib (USAN/INN); Ivosidenib [INN]; Ivosidenib [USAN]; Ivosidenib [WHO-DD]; Tibsovo
Indication Acute myeloid leukaemia [ICD11: 2A60] Approved [1]
Hepatocellular carcinoma [ICD11: ICD11: 2C12] Phase 3 [2]
Acute lymphoblastic leukemia [ICD11: ICD11: 2B33] Phase 1 [3]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 582.968 Topological Polar Surface Area 119
Heavy Atom Count 41 Rotatable Bond Count 7
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 9
Cross-matching ID
PubChem CID
71657455
CAS Number
1448347-49-6
Formula
C28H22ClF3N6O3
Canonical SMILES
C1CC(=O)N(C1C(=O)N(C2=CC(=CN=C2)F)C(C3=CC=CC=C3Cl)C(=O)NC4CC(C4)(F)F)C5=NC=CC(=C5)C#N
InChI
InChI=1S/C28H22ClF3N6O3/c29-21-4-2-1-3-20(21)25(26(40)36-18-11-28(31,32)12-18)37(19-10-17(30)14-34-15-19)27(41)22-5-6-24(39)38(22)23-9-16(13-33)7-8-35-23/h1-4,7-10,14-15,18,22,25H,5-6,11-12H2,(H,36,40)/t22-,25-/m0/s1
InChIKey
WIJZXSAJMHAVGX-DHLKQENFSA-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
Ivosidenib M30 metabolite DM017515 N. A. Oxidation - N-dealkylation 1 [4]
Ivosidenib M39 metabolite DM017513 N. A. Hydrolysis - Hydrolysis 1 [4]
Ivosidenib metabolite M44 DM016692
138635085
Oxidation - N-dearylation 1 [4]
Ivosidenib metabolite M5 DM016786
155782723
Unclear - Unclear 1 [5]
Ivosidenib metabolite M6 DM017516 N. A. Unclear - Unclear 1 [5]
Ivosidenib M37 metabolite DM017514 N. A. Oxidation - Hydroxylation 2 [6]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR008839 Ivosidenib Ivosidenib M39 metabolite Hydrolysis - Hydrolysis Unclear [4]
MR008841 Ivosidenib Ivosidenib M30 metabolite Oxidation - N-dealkylation Unclear [4]
MR008842 Ivosidenib Ivosidenib metabolite M44 Oxidation - N-dearylation Unclear [4]
MR008843 Ivosidenib Ivosidenib metabolite M5 Unclear - Unclear Unclear [5]
MR008844 Ivosidenib Ivosidenib metabolite M6 Unclear - Unclear Unclear [5]
MR008840 Ivosidenib M39 metabolite Ivosidenib M37 metabolite Oxidation - Hydroxylation Unclear [6]
⏷ Show the Full List of 6 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
[4]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[5]
References
1 2018 FDA drug approvals.Nat Rev Drug Discov. 2019 Feb;18(2):85-89.
2 ClinicalTrials.gov (NCT02989857) Study of AG-120 in Previously Treated Advanced Cholangiocarcinoma With IDH1 Mutations (ClarIDHy) (ClarIDHy). U.S. National Institutes of Health.
3 ClinicalTrials.gov (NCT02073994) Study of Orally Administered AG-120 in Subjects With Advanced Solid Tumors, Including Glioma, With an IDH1 Mutation. U.S. National Institutes of Health.
4 Pharmacokinetics, absorption, metabolism, and excretion of [(14)C]ivosidenib (AG-120) in healthy male subjects
5 Preclinical Drug Metabolism, Pharmacokinetic, and Pharmacodynamic Profiles of Ivosidenib, an Inhibitor of Mutant Isocitrate Dehydrogenase 1 for Treatment of Isocitrate Dehydrogenase 1-Mutant Malignancies
6 DrugBank(Pharmacology-Metabolism):Ivosidenib

If you find any error in data or bug in web service, please kindly report it to Dr. Yin and Dr. Li.