volasertib   Click here for help

GtoPdb Ligand ID: 7947

Synonyms: BI 6727 | BI-6727
PDB Ligand
Compound class: Synthetic organic
Comment: Volasertib is an ATP-competitive, investigational inhibitor of polo-like kinase 1 (PLK1). It is the second in a novel class of drugs called dihydropteridinone derivatives [3]. This compound is represented on PubChem by CID 10461508. This CID varies slightly in its chiral specification from our ligand entry. Our structure was drawn from the image submitted to the WHO for the INN (note that the long chemical name provided for the INN registration is not sufficient to resolve absolute stereochemistry as depicted in the accompanying image). Some bioactivity may be linked to the trihydrochloride salt form.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 2
Rotatable bonds 11
Topological polar surface area 106.17
Molecular weight 618.4
XLogP 4.2
No. Lipinski's rules broken 0
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Canonical SMILES CCC1N(C(C)C)c2nc(ncc2N(C1=O)C)Nc1ccc(cc1OC)C(=O)NC1CCC(CC1)N1CCN(CC1)CC1CC1
Isomeric SMILES CC[C@H]1N(C(C)C)c2nc(ncc2N(C1=O)C)Nc1ccc(cc1OC)C(=O)N[C@@H]1CC[C@H](CC1)N1CCN(CC1)CC1CC1
InChI InChI=1S/C34H50N8O3/c1-6-28-33(44)39(4)29-20-35-34(38-31(29)42(28)22(2)3)37-27-14-9-24(19-30(27)45-5)32(43)36-25-10-12-26(13-11-25)41-17-15-40(16-18-41)21-23-7-8-23/h9,14,19-20,22-23,25-26,28H,6-8,10-13,15-18,21H2,1-5H3,(H,36,43)(H,35,37,38)/t25-,26-,28-/m1/s1
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
9228 volasertib
Synonyms Click here for help
BI 6727 | BI-6727
Database Links Click here for help
CAS Registry No. 755038-65-4
ChEMBL Ligand CHEMBL1233528
GtoPdb PubChem SID 249565630
PubChem CID 10461508
Search Google for chemical match using the InChIKey SXNJFOWDRLKDSF-STROYTFGSA-N
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SynPHARM 80866 (in complex with polo like kinase 1)
UniChem Compound Search for chemical match using the InChIKey SXNJFOWDRLKDSF-STROYTFGSA-N
UniChem Connectivity Search for chemical match using the InChIKey SXNJFOWDRLKDSF-STROYTFGSA-N
Wikipedia Volasertib