Structure of PDB 3sl6 Chain A Binding Site BS02

Receptor Information

>3sl6 Chain A (length=327) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

VKTEQEDVLAKELEDVNKWGLHVFRIAELSGNRPLTVIMHTIFQERDLLK
TFKIPVDTLITYLMTLEDHYHADVAYHNNIHAADVVQSTHVLLSTPALEA
VFTDLEILAAIFASAIHDVDHPGVSNQFLINTNSELALMYNDSSVLENHH
LAVGFKLLQEENCDIFQNLTKKQRQSLRKMVIDIVLATDMSKHMNLLADL
KTMVETKKVTSSGVLLLDNYSDRIQVLQNMVHCADLSNPTKPLQLYRQWT
DRIMEEFFRQGDRERERGMEISPMCDKHNASVEKSQVGFIDYIVHPLWET
WADLVHPDAQDILDTLEDNREWYQSTI

Ligand information

Ligand ID

JN8

InChI

InChI=1S/C22H27N3O4S2/c1-2-23-22(28)25-10-9-16-17(13-25)31-20(24-18(26)12-15-8-5-11-30-15)19(16)21(27)29-14-6-3-4-7-14/h5,8,11,14H,2-4,6-7,9-10,12-13H2,1H3,(H,23,28)(H,24,26)

InChIKey

TWWIEHZKMVMPFQ-UHFFFAOYSA-N

SMILES

Software	SMILES
CACTVS 3.370	CCNC(=O)N1CCc2c(C1)sc(NC(=O)Cc3sccc3)c2C(=O)OC4CCCC4
ACDLabs 12.01	O=C(OC1CCCC1)c2c4c(sc2NC(=O)Cc3sccc3)CN(C(=O)NCC)CC4
OpenEye OEToolkits 1.7.2	CCNC(=O)N1CCc2c(sc(c2C(=O)OC3CCCC3)NC(=O)Cc4cccs4)C1

Formula

C22 H27 N3 O4 S2

Name

cyclopentyl 6-(ethylcarbamoyl)-2-[(thiophen-2-ylacetyl)amino]-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate

PDB chain

3sl6 Chain A Residue 440 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]

Receptor-Ligand Complex Structure

Global view

Local view

Structure summary

[Spin on] [Spin off] [Reset]
[High quality] [Low quality]
[White background] [Black background]

PDB	3sl6 Thiophene inhibitors of PDE4: Crystal structures show a second binding mode at the catalytic domain of PDE4D2.
Resolution	2.44 Å
Binding residue (original residue number in PDB)	M273 L319 N321 P322 Y329 I336 F340 M357 S368 Q369 F372 I376
Binding residue (residue number reindexed from 1)	M190 L236 N238 P239 Y246 I253 F257 M274 S285 Q286 F289 I293
Annotation score	1
Binding affinity	MOAD: ic50=0.29uM

Enzymatic activity

Enzyme Commision number

3.1.4.53: 3',5'-cyclic-AMP phosphodiesterase.

Gene Ontology

	Molecular Function
GO:0004114	3',5'-cyclic-nucleotide phosphodiesterase activity
GO:0008081	phosphoric diester hydrolase activity

	Biological Process
GO:0007165	signal transduction

View graph for
Molecular Function

View graph for
Biological Process

External links

PDB	RCSB:3sl6, PDBe:3sl6, PDBj:3sl6
PDBsum	3sl6
PubMed	22030030
UniProt	Q08499\|PDE4D_HUMAN 3',5'-cyclic-AMP phosphodiesterase 4D (Gene Name=PDE4D)

[Back to BioLiP]