alvespimycin

Ligand id: 9828

Name: alvespimycin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 8
Topological polar surface area 169.52
Molecular weight 616.35
XLogP 1.03
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
[(3R,5S,6R,7S,8E,10S,11S,12Z,14E)-21-[2-(dimethylamino)ethylamino]-6-hydroxy-5,11-dimethoxy-3,7,9,15-tetramethyl-16,20,22-trioxo-17-azabicyclo[16.3.1]docosa-1(21),8,12,14,18-pentaen-10-yl] carbamate
Synonyms
17-DMAG
Comments
Alvespimycin is an analogue of the antineoplastic benzoquinone antibiotic geldanamycin, a heat shock protein (HSP) 90 inhibitor. It has been used in trials studying the treatment of solid tumours in various cancers. It has particularly complex stereochemistry with 45 'same-connectivity' relationships in PubChem.
Database Links
ChEMBL Ligand CHEMBL383824
GtoPdb PubChem SID 354702299
PubChem CID 5288674
RCSB PDB Ligand KOS
Search Google for chemical match using the InChIKey KUFRQPKVAWMTJO-LMZWQJSESA-N
Search Google for chemicals with the same backbone KUFRQPKVAWMTJO
Search UniChem for chemical match using the InChIKey KUFRQPKVAWMTJO-LMZWQJSESA-N
Search UniChem for chemicals with the same backbone KUFRQPKVAWMTJO
SynPHARM 84900 (in complex with heat shock protein 90 alpha family class A member 1)