Structure of PDB 3ot3 Chain A Binding Site BS01

Receptor Information
>3ot3 Chain A (length=259) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
FVEDWDLVQTLGEGAGEVQLAVNRVTEEAVAVKIVDMENIKKEICINKML
NHENVVKFYGHRREGNIQYLFLEYCSGGELFDRIEPDIGMPEPDAQRFFH
QLMAGVVYLHGIGITHRDIKPENLLLDERDNLKISDFGLATVFRYNNRER
LLNKMCGTLPYVAPELLKRREFHAEPVDVWSCGIVLTAMLAGELPWDQPS
DSCQEYSDWKEKKTYLNPWKKIDSAPLALLHKILVENPSARITIPDIKKD
RWYNKPLKK
Ligand information
Ligand ID22K
InChIInChI=1S/C16H20BrN7/c1-23-8-10(6-20-23)12-7-21-24-15(19)13(17)14(22-16(12)24)9-3-2-4-11(18)5-9/h6-9,11H,2-5,18-19H2,1H3/t9-,11+/m1/s1
InChIKeyCKLKHZYNDIKOOE-KOLCDFICSA-N
SMILES
SoftwareSMILES
CACTVS 3.370Cn1cc(cn1)c2cnn3c(N)c(Br)c(nc23)[CH]4CCC[CH](N)C4
OpenEye OEToolkits 1.7.0Cn1cc(cn1)c2cnn3c2nc(c(c3N)Br)C4CCCC(C4)N
OpenEye OEToolkits 1.7.0Cn1cc(cn1)c2cnn3c2nc(c(c3N)Br)[C@@H]4CCC[C@@H](C4)N
CACTVS 3.370Cn1cc(cn1)c2cnn3c(N)c(Br)c(nc23)[C@@H]4CCC[C@H](N)C4
ACDLabs 12.01Brc1c(N)n3ncc(c3nc1C2CCCC(N)C2)c4cn(nc4)C
FormulaC16 H20 Br N7
Name5-[(1R,3S)-3-aminocyclohexyl]-6-bromo-3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-7-amine
ChEMBL
DrugBank
ZINCZINC000058638484
PDB chain3ot3 Chain A Residue 1 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB3ot3 Discovery of pyrazolo[1,5-a]pyrimidine-based CHK1 inhibitors: A template-based approach-Part 2.
Resolution1.44 Å
Binding residue
(original residue number in PDB)		L15 G16 A36 V68 C87 E91 L137 K270 K271
Binding residue
(residue number reindexed from 1)		L11 G12 A31 V56 C75 E79 L125 K258 K259
Annotation score1
Binding affinityMOAD: ic50=0.005uM
PDBbind-CN: -logKd/Ki=8.30,IC50=5nM
Enzymatic activity
Catalytic site (original residue number in PDB) D130 K132 E134 N135 D148 T170
Catalytic site (residue number reindexed from 1) D118 K120 E122 N123 D136 T158
Enzyme Commision number 2.7.11.1: non-specific serine/threonine protein kinase.
Gene Ontology
Molecular Function
GO:0004672 protein kinase activity
GO:0004674 protein serine/threonine kinase activity
GO:0005524 ATP binding
Biological Process
GO:0000077 DNA damage checkpoint signaling
GO:0006468 protein phosphorylation

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Molecular Function
View graph for
Biological Process
External links
PDB RCSB:3ot3, PDBe:3ot3, PDBj:3ot3
PDBsum3ot3
PubMed21094607
UniProtO14757|CHK1_HUMAN Serine/threonine-protein kinase Chk1 (Gene Name=CHEK1)

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