ixabepilone   Click here for help

GtoPdb Ligand ID: 6824

Synonyms: azaepothilone B | BMS 247550-1 | BMS-247550 | BMS-247550-01 | Ixempra®
Approved drug PDB Ligand
ixabepilone is an approved drug (FDA (2007))
Compound class: Synthetic organic
Comment: A pan tubulin inhibitor. This compound is an analogue of a natural substance produced by Sorangium cellulosum and acts to stabilise microtubules.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 140.29
Molecular weight 506.28
XLogP 1.61
No. Lipinski's rules broken 0
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Canonical SMILES O=C1NC(CC2OC2(C)CCCC(C(C(C(=O)C(C(C1)O)(C)C)C)O)C)C(=Cc1csc(n1)C)C
Isomeric SMILES O=C1N[C@@H](C[C@@H]2O[C@]2(C)CCC[C@@H]([C@@H]([C@H](C(=O)C([C@H](C1)O)(C)C)C)O)C)/C(=C/c1csc(n1)C)/C
InChI InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2007))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8390 ixabepilone
Synonyms Click here for help
azaepothilone B | BMS 247550-1 | BMS-247550 | BMS-247550-01 | Ixempra®
Database Links Click here for help
CAS Registry No. 219989-84-1
ChEMBL Ligand CHEMBL1201752
DrugBank Ligand DB04845
DrugCentral Ligand 1517
GtoPdb PubChem SID 178103430
PubChem CID 6445540
Search Google for chemical match using the InChIKey FABUFPQFXZVHFB-PVYNADRNSA-N
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UniChem Compound Search for chemical match using the InChIKey FABUFPQFXZVHFB-PVYNADRNSA-N
UniChem Connectivity Search for chemical match using the InChIKey FABUFPQFXZVHFB-PVYNADRNSA-N
Wikipedia Ixabepilone