Structure of PDB 4o1l Chain A Binding Site BS02

Receptor Information

>4o1l Chain A (length=326) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

LRENILFGMGNPLLDISAVVDKDFLDKYSLKPNDQILAEDKHKELFDELV
KKFKVEYHAGGSTQNSIKVAQWMIQQPHKAATFFGCIGIDKFGEILKRKA
AEAHVDAHYYEQNEQPTGTCAACITGDNRSLIANLAAANCYKKEKHLDLE
KNWMLVEKARVCYIAGFFLTVSPESVLKVAHHASENNRIFTLNLSAPFIS
QFYKESLMKVMPYVDILFGNETEAATFAREQGFETKDIKEIAKKTQALPK
MNSKRQRIVIFTQGRDDTIMATESEVTAFAVLDQDQKIDTNGAGDAFVGG
FLSQLVSDKPLTECIRAGHYAASIII

Ligand information

Ligand ID

HO4

InChI

InChI=1S/C13H14N4O4/c1-2-6-3-17(12-8(6)11(14)15-5-16-12)13-10(20)9(19)7(4-18)21-13/h1,3,5,7,9-10,13,18-20H,4H2,(H2,14,15,16)/t7-,9-,10-,13-/m1/s1

InChIKey

ANCWCJFYCNNXDR-QYVSTXNMSA-N

SMILES

Software	SMILES
CACTVS 3.385	Nc1ncnc2n(cc(C#C)c12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
ACDLabs 12.01	C#Cc2c1c(ncnc1n(c2)C3OC(C(O)C3O)CO)N
OpenEye OEToolkits 1.7.6	C#Cc1cn(c2c1c(ncn2)N)C3C(C(C(O3)CO)O)O
CACTVS 3.385	Nc1ncnc2n(cc(C#C)c12)[CH]3O[CH](CO)[CH](O)[CH]3O
OpenEye OEToolkits 1.7.6	C#Cc1cn(c2c1c(ncn2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

Formula

C13 H14 N4 O4

Name

5-ethynyl-7-(beta-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine

PDB chain

4o1l Chain A Residue 404 [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	4o1l Structural Basis for Inhibition of Mycobacterial and Human Adenosine Kinase by 7-Substituted 7-(Het)aryl-7-deazaadenine Ribonucleosides
Resolution	2.5 Å
Binding residue (original residue number in PDB)	G267 V284 D286 A298 G299 A327 I331
Binding residue (residue number reindexed from 1)	G264 V281 D283 A293 G294 A322 I326
Annotation score	2
Binding affinity	MOAD: ic50=0.2uM PDBbind-CN: -logKd/Ki=6.70,IC50=0.20uM BindingDB: IC50=200nM

Enzymatic activity

Catalytic site (original residue number in PDB)	R132 G297 A298 G299 D300
Catalytic site (residue number reindexed from 1)	R129 G292 A293 G294 D295
Enzyme Commision number	2.7.1.20: adenosine kinase.

Gene Ontology

	Molecular Function
GO:0003723	RNA binding
GO:0004001	adenosine kinase activity
GO:0004136	deoxyadenosine kinase activity
GO:0005524	ATP binding
GO:0016301	kinase activity
GO:0046872	metal ion binding

	Biological Process
GO:0006144	purine nucleobase metabolic process
GO:0006166	purine ribonucleoside salvage
GO:0006175	dATP biosynthetic process
GO:0006753	nucleoside phosphate metabolic process
GO:0009156	ribonucleoside monophosphate biosynthetic process
GO:0016310	phosphorylation
GO:0032263	GMP salvage
GO:0034654	nucleobase-containing compound biosynthetic process
GO:0044209	AMP salvage
GO:0106383	dAMP salvage

	Cellular Component
GO:0005634	nucleus
GO:0005654	nucleoplasm
GO:0005737	cytoplasm
GO:0005829	cytosol
GO:0005886	plasma membrane

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Cellular Component

External links

PDB	RCSB:4o1l, PDBe:4o1l, PDBj:4o1l
PDBsum	4o1l
PubMed	25259627
UniProt	P55263\|ADK_HUMAN Adenosine kinase (Gene Name=ADK)

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