CHEBI:145430 - ivosidenib

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ivosidenib
ChEBI ID CHEBI:145430
Definition A tertiary carboxamide resulting from the formal condensation of the carboxy group of (2S)-1-(4-cyanopyridin-2-yl)-5-oxopyrrolidine-2-carboxylic acid with the secondary amino group of (2S)-2-(2-chlorophenyl)-N-(3,3-difluorocyclobutyl)-2-[(5-fluoropyridin-3-yl)amino]acetamide. It is approved by the FDA for the treatment of acute myeloid leukemia (AML) in patients with an isocitrate dehydrogenase-1 (IDH1) mutation.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C28H22ClF3N6O3
Net Charge 0
Average Mass 582.970
Monoisotopic Mass 582.13940
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
SMILES C=1(C=NC=C(C1)F)N([C@H](C(NC2CC(C2)(F)F)=O)C3=C(C=CC=C3)Cl)C([C@@]4(CCC(N4C5=NC=CC(=C5)C#N)=O)[H])=O
Roles Classification
Biological Role(s): EC 1.1.1.42 (isocitrate dehydrogenase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of any isocitrate dehydrogenase (EC 1.1.1.42).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ivosidenib (CHEBI:145430) has role antineoplastic agent (CHEBI:35610)
ivosidenib (CHEBI:145430) has role EC 1.1.1.42 (isocitrate dehydrogenase) inhibitor (CHEBI:145410)
ivosidenib (CHEBI:145430) is a cyanopyridine (CHEBI:23438)
ivosidenib (CHEBI:145430) is a monochlorobenzenes (CHEBI:83403)
ivosidenib (CHEBI:145430) is a organofluorine compound (CHEBI:37143)
ivosidenib (CHEBI:145430) is a pyrrolidin-2-ones (CHEBI:74223)
ivosidenib (CHEBI:145430) is a secondary carboxamide (CHEBI:140325)
ivosidenib (CHEBI:145430) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name
N-{(1S)-1-(2-chlorophenyl)-2-[(3,3-difluorocyclobutyl)amino]-2-oxoethyl}-1-(4-cyanopyridin-2-yl)-N-(5-fluoropyridin-3-yl)-5-oxo-L-prolinamide
INNs Sources
ivosidenib WHO MedNet
ivosidénib WHO MedNet
ivosidenib WHO MedNet
ivosidenibum WHO MedNet
Synonyms Sources
(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 IUPAC
AG-120 DrugBank
Brand Name Source
Tibsovo KEGG DRUG
Manual Xrefs Databases
D11090 KEGG DRUG
DB14568 DrugBank
Ivosidenib Wikipedia
View more database links
Registry Number Type Source
1448347-49-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
27245312 PubMed citation Europe PMC
29670690 PubMed citation Europe PMC
29860938 PubMed citation Europe PMC
29925981 PubMed citation Europe PMC
29934313 PubMed citation Europe PMC
30093505 PubMed citation Europe PMC
30209701 PubMed citation Europe PMC
30222290 PubMed citation Europe PMC
30231226 PubMed citation Europe PMC
30260154 PubMed citation Europe PMC
30260155 PubMed citation Europe PMC
30610623 PubMed citation Europe PMC
30692099 PubMed citation Europe PMC
30758648 PubMed citation Europe PMC
30822797 PubMed citation Europe PMC
31011758 PubMed citation Europe PMC
31028664 PubMed citation Europe PMC
31300360 PubMed citation Europe PMC
31382862 PubMed citation Europe PMC
PMC6217633 PubMed Central citation Europe PMC
Last Modified
02 December 2019