tanespimycin

Ligand id: 7751

Name: tanespimycin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 11
Hydrogen bond donors 4
Rotatable bonds 7
Topological polar surface area 166.28
Molecular weight 585.31
XLogP 1.8
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
IUPAC Name
[(3R,5S,6R,7S,8E,10S,11S,12E,14E)-6-hydroxy-5,11-dimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-21-(prop-2-enylamino)-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate
International Nonproprietary Names
INN number INN
8815 tanespimycin
Synonyms
17-AAG | 17-allylamino-17-demethoxygeldanamycin | 17-N-allylamino-17-demethoxygeldanamycin | 17AAG
Database Links
CAS Registry No. 75747-14-7
ChEBI CHEBI:64153
ChEMBL Ligand CHEMBL126955
PubChem CID 6440175
Search Google for chemical match using the InChIKey AYUNIORJHRXIBJ-HTLBVUBBSA-N
Search Google for chemicals with the same backbone AYUNIORJHRXIBJ
Search PubMed clinical trials tanespimycin
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Search UniChem for chemical match using the InChIKey AYUNIORJHRXIBJ-HTLBVUBBSA-N
Search UniChem for chemicals with the same backbone AYUNIORJHRXIBJ
Wikipedia Tanespimycin
Comments
17-AAG inhibits the activity of hsp90. The compound is a derivative of the antibiotic geldanamycin.
As with other natural products, there is some ambiguity in the absolute stereochemistry annotated by different online resources. PubChem records an alternative isomer with a Z bond at position 12 which has CID 6505803.