Structure of PDB 4upn Chain B Binding Site BS05

Receptor Information
>4upn Chain B (length=411) Species: 10116 (Rattus norvegicus) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
RFLKVKNWETDVVLTDTLHLKSTLETGCTEHICMGSIMLPVRTKDQLFPL
AKEFLDQYYSSIKRFGSKAHMDRLEEVNKEIESTSTYQLKDTELIYGAKH
AWRNASRCVGRIQWSKLQVFDARDCTTAHGMFNYICNHVKYATNKGNLRS
AITIFPQRTDGKHDFRVWNSQLIRYAGYKQPDGSTLGDPANVQFTEICIQ
QGWKAPRGRFDVLPLLLQANGNDPELFQIPPELVLEVPIRHPKFDWFKDL
GLKWYGLPAVSNMLLEIGGLEFSACPFSGWYMGTEIGVRDYCDNSRYNIL
EEVAKKMDLDMRKTSSLWKDQALVEINIAVLYSFQSDKVTIVDHHSATES
FIKHMENEYRCRGGCPADWVWIVPPMSGSITPVFHQEMLNYRLTPSFEYQ
PDPWNTHVWKG
Ligand information
Ligand ID7LN
InChIInChI=1S/C27H29N5O2S2/c28-15-23(34-17-20-6-2-8-22(14-20)32-27(30)25-10-4-12-36-25)18-33-16-19-5-1-7-21(13-19)31-26(29)24-9-3-11-35-24/h1-14,23H,15-18,28H2,(H2,29,31)(H2,30,32)/t23-/m0/s1
InChIKeyKEUPBLDQGUHFOB-QHCPKHFHSA-N
SMILES
SoftwareSMILES
CACTVS 3.385NC[CH](COCc1cccc(c1)N=C(N)c2sccc2)OCc3cccc(NC(=N)c4sccc4)c3
ACDLabs 12.01N(/c1cc(ccc1)COCC(OCc3cccc(NC(=[N@H])c2sccc2)c3)CN)=C(\N)c4sccc4
OpenEye OEToolkits 1.7.6c1cc(cc(c1)NC(=N)c2cccs2)COC(CN)COCc3cccc(c3)N=C(c4cccs4)N
OpenEye OEToolkits 1.7.6c1cc(cc(c1)NC(=N)c2cccs2)CO[C@@H](CN)COCc3cccc(c3)/N=C(\c4cccs4)/N
CACTVS 3.385NC[C@@H](COCc1cccc(c1)N=C(N)c2sccc2)OCc3cccc(NC(=N)c4sccc4)c3
FormulaC27 H29 N5 O2 S2
NameN,N''-{[(2S)-3-aminopropane-1,2-diyl]bis(oxymethanediylbenzene-3,1-diyl)}dithiophene-2-carboximidamide
ChEMBLCHEMBL3325610
DrugBank
ZINCZINC000098208576
PDB chain4upn Chain B Residue 800 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB4upn Combination of Chiral Linkers with Thiophenecarboximidamide Heads to Improve the Selectivity of Inhibitors of Neuronal Nitric Oxide Synthase.
Resolution2.09 Å
Binding residue
(original residue number in PDB)		P565 V567 F584 S585 W587 E592
Binding residue
(residue number reindexed from 1)		P258 V260 F277 S278 W280 E285
Annotation score1
Binding affinityMOAD: Ki=0.0147uM
Enzymatic activity
Catalytic site (original residue number in PDB) C415 R418 W587 E592
Catalytic site (residue number reindexed from 1) C108 R111 W280 E285
Enzyme Commision number 1.14.13.39: nitric-oxide synthase (NADPH).
Gene Ontology
Molecular Function
GO:0004517 nitric-oxide synthase activity
Biological Process
GO:0006809 nitric oxide biosynthetic process

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Molecular Function
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Biological Process
External links
PDB RCSB:4upn, PDBe:4upn, PDBj:4upn
PDBsum4upn
PubMed25149509
UniProtP29476|NOS1_RAT Nitric oxide synthase 1 (Gene Name=Nos1)

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