Structure of PDB 5ak0 Chain A Binding Site BS03

Receptor Information
>5ak0 Chain A (length=442) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
PLELTQSRVQKIWVPVDHRPSLPRSCGPNSPTVIVMVGLPARGKTYISKK
LTRYLNWIGVPTKVFNVGEYRREAVKQYSSYNFFRPDNEEAMKVRKQCAL
AALRDVKSYLAKEGGQIAVFDATNTTRERRHMILHFAKENDFKAFFIESV
CDDPTVVASNIMEVKISSPDYKDCNSAEAMDDFMKRISCYEASYQPLDPD
KCDRDLSLIKVIDVGRRFLVNRVQDHIQSRIVYYLMNIHVQPRTIYLCRH
GENEHNLQGRIGGDSGLSSRGKKFASALSKFVEEQNLKDLRVWTSQLKST
IQTAEALRLPYEQWKALNEIDAGVCEELTYEEIRDTYPEEYALREQDKYY
YRYPTGESYQDLVQRLEPVIMELERQENVLVICHQAVLRCLLAYFLDKSA
EEMPYLKCPLHTVLKLTPVAYGCRVESIYLNVESVCTHRERS
Ligand information
Ligand ID8V1
InChIInChI=1S/C24H25N5O2/c1-28-15-21(16-13-26-29(2)14-16)20-12-19(9-10-23(20)28)31-18-7-5-17(6-8-18)27-24(30)22-4-3-11-25-22/h5-10,12-15,22,25H,3-4,11H2,1-2H3,(H,27,30)/t22-/m0/s1
InChIKeyJTIOFEOXCFFWJI-QFIPXVFZSA-N
SMILES
SoftwareSMILES
CACTVS 3.385Cn1cc(cn1)c2cn(C)c3ccc(Oc4ccc(NC(=O)[CH]5CCCN5)cc4)cc23
OpenEye OEToolkits 1.7.6Cn1cc(c2c1ccc(c2)Oc3ccc(cc3)NC(=O)C4CCCN4)c5cnn(c5)C
OpenEye OEToolkits 1.7.6Cn1cc(c2c1ccc(c2)Oc3ccc(cc3)NC(=O)[C@@H]4CCCN4)c5cnn(c5)C
ACDLabs 12.01O=C(Nc4ccc(Oc2ccc3n(cc(c1cn(nc1)C)c3c2)C)cc4)C5NCCC5
CACTVS 3.385Cn1cc(cn1)c2cn(C)c3ccc(Oc4ccc(NC(=O)[C@@H]5CCCN5)cc4)cc23
FormulaC24 H25 N5 O2
Name(2S)-N-[4-[1-METHYL-3-(1-METHYLPYRAZOL-4-YL)INDOL-5-YL]OXYPHENYL]PYRROLIDINE-2-CARBOXAMIDE
ChEMBLCHEMBL3421731
DrugBank
ZINCZINC000231375178
PDB chain5ak0 Chain A Residue 1450 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB5ak0 Structure-Based Design of Potent and Selective Inhibitors of the Metabolic Kinase Pfkfb3.
Resolution2.03 Å
Binding residue
(original residue number in PDB)		R45 Y49 I50 S152 S162 I164 V217 G218 F221 L238 M239 I241
Binding residue
(residue number reindexed from 1)		R42 Y46 I47 S149 S159 I161 V214 G215 F218 L235 M236 I238
Annotation score1
Binding affinityMOAD: ic50=0.021uM
PDBbind-CN: -logKd/Ki=7.68,IC50=0.021uM
BindingDB: IC50=21nM
Enzymatic activity
Catalytic site (original residue number in PDB) R252 H253 N259 S302 E322 H387
Catalytic site (residue number reindexed from 1) R249 H250 N256 S299 E319 H384
Enzyme Commision number 2.7.1.105: 6-phosphofructo-2-kinase.
3.1.3.46: fructose-2,6-bisphosphate 2-phosphatase.
Gene Ontology
Molecular Function
GO:0003824 catalytic activity
GO:0003873 6-phosphofructo-2-kinase activity
GO:0004331 fructose-2,6-bisphosphate 2-phosphatase activity
GO:0005515 protein binding
GO:0005524 ATP binding
GO:0016301 kinase activity
GO:0016787 hydrolase activity
Biological Process
GO:0006000 fructose metabolic process
GO:0006003 fructose 2,6-bisphosphate metabolic process
GO:0006096 glycolytic process
GO:0006915 apoptotic process
GO:0010001 glial cell differentiation
GO:0016310 phosphorylation
GO:0046835 carbohydrate phosphorylation
GO:0061744 motor behavior
Cellular Component
GO:0005654 nucleoplasm
GO:0005829 cytosol

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:5ak0, PDBe:5ak0, PDBj:5ak0
PDBsum5ak0
PubMed25849762
UniProtQ16875|F263_HUMAN 6-phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3 (Gene Name=PFKFB3)

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