Structure via PubChem · Public domain (PubChem)
ivosidenib
Sign in to saveIvosidenib, sold under the brand name Tibsovo, is an anti-cancer medication for the treatment of acute myeloid leukemia (AML) and cholangiocarcinoma. It is a small molecule inhibitor of isocitrate dehydrogenase-1 (IDH1), which is mutated in several forms of cancer. Ivosidenib is an isocitrate dehydrogenase-1 inhibitor that works by decreasing abnormal production of the oncometabolite 2-hydroxyglutarate (2-HG), leading to differentiation of malignant cells.
Chemical data
- Formula
- C28H22ClF3N6O3
- Molecular weight
- 583 g/mol
- IUPAC name
- (2S)-N-[(1S)-1-(2-chlorophenyl)-2-[(3,3-difluorocyclobutyl)amino]-2-oxoethyl]-1-(4-cyano-2-pyridinyl)-N-(5-fluoro-3-pyridinyl)-5-oxopyrrolidine-2-carboxamide
- SMILES
- C1CC(=O)N([C@@H]1C(=O)N(C2=CC(=CN=C2)F)[C@@H](C3=CC=CC=C3Cl)C(=O)NC4CC(C4)(F)F)C5=NC=CC(=C5)C#N
- InChIKey
- WIJZXSAJMHAVGX-DHLKQENFSA-N
- XLogP
- 3.4
- Polar surface area
- 119 Ų
- H-bond donors
- 1
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 582.139400904
- Has use
- medication
Show 4 more facts
- 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
- chemical formula
- C₂₈H₂₂ClF₃N₆O₃
- isomeric SMILES
- C1CC(=O)N([C@@H]1C(=O)N(C2=CC(=CN=C2)F)[C@@H](C3=CC=CC=C3Cl)C(=O)NC4CC(C4)(F)F)C5=NC=CC(=C5)C#N
- legal status (medicine)
- boxed warning
via Wikidata · CC0
~5 min read
Encyclopedic overview
8 sectionsContents
- Medical uses
- Adverse effects
- History
- Society and culture
- Legal status
- Research
- References
- External links
{{Infobox drug | image = Ivosidenib.svg | image_class = skin-invert-image | width = | alt = | caption =
| pronounce = | tradename = Tibsovo | Drugs.com = | MedlinePlus = a618042 | DailyMedID = Ivosidenib | pregnancy_AU = D | pregnancy_AU_comment = | pregnancy_category= | routes_of_administration = By mouth | class = Antineoplastic agent | ATC_prefix = L01 | ATC_suffix = XM02 | ATC_supplemental =
Excerpted from Wikipedia’s “ivosidenib” article, available under the CC BY-SA 4.0 licence.