Structure of PDB 5f4n Chain A Binding Site BS01

Receptor Information
>5f4n Chain A (length=258) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
FVEDWDLVQTLGEGAYGEVQLAVNRVTEEAVAVKIVDNIKKEICINKMLN
HENVVKFYGHRREGNIQYLFLEYCSGGELFDRIEPDIGMPEPDAQRFFHQ
LMAGVVYLHGIGITHRDIKPENLLLDERDNLKISDFGLATVFRYNNRERL
LNKMCGTLPYVAPELLKRREFHAEPVDVWSCGIVLTAMLAGELPWDQPSD
SCQEYSDWKEKKTYLNPWKKIDSAPLALLHKILVENPSARITIPDIKKDR
WYNKPLKK
Ligand information
Ligand ID5UY
InChIInChI=1S/C17H19N7O3/c1-26-17(25)13-9-23-15(24-16-10-20-11(5-18)6-22-16)4-14(13)21-8-12-7-19-2-3-27-12/h4,6,9-10,12,19H,2-3,7-8H2,1H3,(H2,21,22,23,24)/t12-/m1/s1
InChIKeyPHPWNBVMNTWSJB-GFCCVEGCSA-N
SMILES
SoftwareSMILES
CACTVS 3.385COC(=O)c1cnc(Nc2cnc(cn2)C#N)cc1NC[C@H]3CNCCO3
OpenEye OEToolkits 2.0.4COC(=O)c1cnc(cc1NCC2CNCCO2)Nc3cnc(cn3)C#N
OpenEye OEToolkits 2.0.4COC(=O)c1cnc(cc1NC[C@H]2CNCCO2)Nc3cnc(cn3)C#N
CACTVS 3.385COC(=O)c1cnc(Nc2cnc(cn2)C#N)cc1NC[CH]3CNCCO3
FormulaC17 H19 N7 O3
Namemethyl 6-[(5-cyanopyrazin-2-yl)amino]-4-[[(2~{R})-morpholin-2-yl]methylamino]pyridine-3-carboxylate
ChEMBL
DrugBank
ZINCZINC000098178698
PDB chain5f4n Chain A Residue 301 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB5f4n Multiparameter Lead Optimization to Give an Oral Checkpoint Kinase 1 (CHK1) Inhibitor Clinical Candidate: (R)-5-((4-((Morpholin-2-ylmethyl)amino)-5-(trifluoromethyl)pyridin-2-yl)amino)pyrazine-2-carbonitrile (CCT245737).
Resolution1.91 Å
Binding residue
(original residue number in PDB)		L15 A36 K38 V68 L84 E85 Y86 C87 E91 E134 L137 S147 D148
Binding residue
(residue number reindexed from 1)		L11 A32 K34 V55 L71 E72 Y73 C74 E78 E121 L124 S134 D135
Annotation score1
Binding affinityMOAD: ic50=2.2nM
PDBbind-CN: -logKd/Ki=8.66,IC50=2.2nM
BindingDB: IC50=2.00nM
Enzymatic activity
Catalytic site (original residue number in PDB) D130 K132 E134 N135 D148 T170
Catalytic site (residue number reindexed from 1) D117 K119 E121 N122 D135 T157
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
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Biological Process
External links
PDB RCSB:5f4n, PDBe:5f4n, PDBj:5f4n
PDBsum5f4n
PubMed27167172
UniProtO14757|CHK1_HUMAN Serine/threonine-protein kinase Chk1 (Gene Name=CHEK1)

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