Structure of PDB 3ro4 Chain A Binding Site BS01

Receptor Information

>3ro4 Chain A (length=296) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

GSQILCVGLVVLDVISLVDKYPKEDSEIRCLSQRWQRGGNASNSCTVLSL
LGAPCAFMGSMAPGHVADFLVADFRRRGVDVSQVAWQSKGDTPSSCCIIN
NSNGNRTIVLHDTSLPDVSATDFEKVDLTQFKWIHIEGRNASEQVKMLQR
IDAHNTRQPPEQKIRVSVEVEKPREELFQLFGYGDVVFVSKDVAKHLGFQ
SAEEALRGLYGRVRKGAVLVCAWAEEGADALGPDGKLLHSDAFPPPRVVD
TLGAGDTFNASVIFSLSQGRSVQEALRFGCQVAGKKCGLQGFDGIV

Ligand information

Ligand ID

LJ9

InChI

InChI=1S/C21H24N4/c1-2-20-19-9-8-18(24-13-15-11-22-12-16(15)14-24)10-21(19)25(23-20)17-6-4-3-5-7-17/h3-10,15-16,22H,2,11-14H2,1H3/t15-,16+

InChIKey

JRGJWNYNELQBIY-IYBDPMFKSA-N

SMILES

Software	SMILES
OpenEye OEToolkits 1.7.2	CCc1c2ccc(cc2n(n1)c3ccccc3)N4CC5CNCC5C4
ACDLabs 12.01	n2c(c1ccc(cc1n2c3ccccc3)N5CC4CNCC4C5)CC
OpenEye OEToolkits 1.7.2	CCc1c2ccc(cc2n(n1)c3ccccc3)N4C[C@H]5CNC[C@H]5C4
CACTVS 3.370	CCc1nn(c2ccccc2)c3cc(ccc13)N4C[C@@H]5CNC[C@@H]5C4
CACTVS 3.370	CCc1nn(c2ccccc2)c3cc(ccc13)N4C[CH]5CNC[CH]5C4

Formula

C21 H24 N4

Name

3-ethyl-6-[(3aR,6aS)-hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl]-1-phenyl-1H-indazole

PDB chain

3ro4 Chain B Residue 301 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

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Structure summary

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PDB	3ro4 Optimization of a pyrazole hit from FBDD into a novel series of indazoles as ketohexokinase inhibitors.
Resolution	2.6 Å
Binding residue (original residue number in PDB)	R108 A226 E227 P246 T253 A256 A285
Binding residue (residue number reindexed from 1)	R106 A224 E225 P244 T251 A254 A283
Annotation score	1
Binding affinity	PDBbind-CN: -logKd/Ki=6.23,IC50=0.59uM BindingDB: IC50=5360nM

Enzymatic activity

Catalytic site (original residue number in PDB)	G255 A256 G257 D258
Catalytic site (residue number reindexed from 1)	G253 A254 G255 D256
Enzyme Commision number	2.7.1.3: ketohexokinase.

Gene Ontology

	Molecular Function
GO:0004454	ketohexokinase activity
GO:0005515	protein binding
GO:0005524	ATP binding
GO:0016301	kinase activity
GO:0042802	identical protein binding
GO:0042803	protein homodimerization activity
GO:0070061	fructose binding

	Biological Process
GO:0006000	fructose metabolic process
GO:0006796	phosphate-containing compound metabolic process
GO:0009744	response to sucrose
GO:0009749	response to glucose
GO:0009750	response to fructose
GO:0010043	response to zinc ion
GO:0016310	phosphorylation
GO:0032868	response to insulin
GO:0046835	carbohydrate phosphorylation
GO:0070873	regulation of glycogen metabolic process

	Cellular Component
GO:0005737	cytoplasm
GO:0005829	cytosol
GO:0070062	extracellular exosome

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Molecular Function

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Biological Process

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Cellular Component

External links

PDB	RCSB:3ro4, PDBe:3ro4, PDBj:3ro4
PDBsum	3ro4
PubMed	21767952
UniProt	P50053\|KHK_HUMAN Ketohexokinase (Gene Name=KHK)

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