tanespimycin

Also known as 17-AAG, 17-allylamino-17-demethoxygeldanamycin, 17-N-allylamino-17-demethoxygeldanamycin, 17AAG

Tanespimycin ('17-N-allylamino-17-demethoxygeldanamycin, 17-AAG') is a derivative of the antibiotic geldanamycin that is being studied in the treatment of cancer, specifically in younger patients with certain types of leukemia or solid tumors, especially kidney tumors.

Chemical data

Formula: C31H43N3O8
Molecular weight: 585.7 g/mol
IUPAC name: [(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-19-(prop-2-enylamino)-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl] carbamate
SMILES: C[C@H]1C[C@@H]([C@@H]([C@H](/C=C(/[C@@H]([C@H](/C=C\C=C(\C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCC=C)/C)OC)OC(=O)N)\C)C)O)OC
InChIKey: AYUNIORJHRXIBJ-TXHRRWQRSA-N
XLogP: 2.6
Polar surface area: 166 Å²
H-bond donors: 4
H-bond acceptors: 9
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 585.305015

Show 3 more facts

chemical formula: C₃₁H₄₃N₃O₈
canonical SMILES: CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCC=C)C)OC)OC(=O)N)C)C)O)OC
isomeric SMILES: C=CCNC1=C2C[C@@H](C)C[C@H](OC)[C@H](O)[C@@H](C)/C=C(\C)[C@H](OC(N)=O)[C@@H](OC)/C=C\C=C(/C)C(=O)NC(=CC1=O)C2=O

Sources (2)

via Wikidata · CC0

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