(S)-CR8   Click here for help

GtoPdb Ligand ID: 11064

PDB Ligand
Compound class: Synthetic organic
Comment: CR8 is a small molecule inhibitor of cyclin-dependent kinases [1]. It is structurally related to seliciclib (roscovitine). This entry is for the S isomer, which is less inhibitory at glycogen synthase kinase (GSK-3α/β) than the R isomer. Both isomers are equipotent across CDK1, 2, 5, 7, and 9.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 100.78
Molecular weight 431.24
XLogP 4.28
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CC[C@H](Nc1nc(NCc2ccc(cc2)c2ccccn2)c2c(n1)n(cn2)C(C)C)CO
Isomeric SMILES CC[C@H](Nc1nc(NCc2ccc(cc2)c2ccccn2)c2c(n1)n(cn2)C(C)C)CO
InChI InChI=1S/C24H29N7O/c1-4-19(14-32)28-24-29-22(21-23(30-24)31(15-27-21)16(2)3)26-13-17-8-10-18(11-9-17)20-7-5-6-12-25-20/h5-12,15-16,19,32H,4,13-14H2,1-3H3,(H2,26,28,29,30)/t19-/m0/s1
InChI Key HOCBJBNQIQQQGT-IBGZPJMESA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-[[9-propan-2-yl-6-[(4-pyridin-2-ylphenyl)methylamino]purin-2-yl]amino]butan-1-ol
Database Links Click here for help
CAS Registry No. 1084893-56-0 (source: EPA DSSTox)
ChEMBL Ligand CHEMBL1615221
GtoPdb PubChem SID 405560505
PubChem CID 25211051
RCSB PDB Ligand SLQ
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