Structure of PDB 4piv Chain A Binding Site BS02

Receptor Information
>4piv Chain A (length=610) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
MQVPILEKFCFTPHTEEGCLSERAALQEELQLCKGLVQALQTPSQQELPR
LLSAACRLAQVLAQERPKLPEDPLLSGLLDSPALKACLDTAVENMPSLKM
KVVEVLAGHGHLYSRIPGLLSPHPLLQLSYTATDRHPQALEAAQAELQQH
DVAQGQWDPADPAPSALGSADLLVCNCAVAALGDPASALSNMVAALREGG
FLLLHTLLRGHPLGDIVAFLTSQGILSQDAWESLFSRVSLRLVGLKKSFY
GSTLFLCRRPTPQDSPIFLPVDDTSFRWVESLKGILADEDSARPVWLKAI
NCATSGVVGLVNCLRREPGGNRLRCVLLSNLSSTSHVPEVDPGSAELQKV
LQGDLVMNVYRDGAWGAFRHFLLEEDSKTFCPAHKSYIIAGGLGGFGLEL
AQWLIQRGVQKLVLTSRSGIRTGYQAKQVRRWRRQGVQVQVSTSNISSLE
GARGLIAEAAQLGPVGGVFNLAVVLRDGLLENQTPEFFQDVCKPKYSGTL
NLDRVTREACPELDYFVVFSSVSCGRGNAGQSNYGFANSAMERICEKRRH
EGLPGLAVQWGAIGDVGILVETNDTIVSGTLPQRMASCLEVLDLFLNQPH
MVLSSFVLAE
Ligand information
Ligand ID2W4
InChIInChI=1S/C25H24N4O3/c30-24(18-1-2-18)28-11-9-16(15-28)13-23-26-27-25(31)29(23)21-6-3-17(4-7-21)19-5-8-22-20(14-19)10-12-32-22/h3-8,10,12,14,16,18H,1-2,9,11,13,15H2,(H,27,31)/t16-/m0/s1
InChIKeyAQTPWCUIYUOEMG-INIZCTEOSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.9.2c1cc(ccc1c2ccc3c(c2)cco3)N4C(=NNC4=O)CC5CCN(C5)C(=O)C6CC6
CACTVS 3.385O=C1NN=C(C[CH]2CCN(C2)C(=O)C3CC3)N1c4ccc(cc4)c5ccc6occc6c5
CACTVS 3.385O=C1NN=C(C[C@@H]2CCN(C2)C(=O)C3CC3)N1c4ccc(cc4)c5ccc6occc6c5
ACDLabs 12.01O=C(N1CCC(C1)CC2=NNC(=O)N2c5ccc(c4cc3c(occ3)cc4)cc5)C6CC6
OpenEye OEToolkits 1.9.2c1cc(ccc1c2ccc3c(c2)cco3)N4C(=NNC4=O)C[C@@H]5CCN(C5)C(=O)C6CC6
FormulaC25 H24 N4 O3
Name4-[4-(1-benzofuran-5-yl)phenyl]-5-{[(3S)-1-(cyclopropylcarbonyl)pyrrolidin-3-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one
ChEMBLCHEMBL3646801
DrugBank
ZINCZINC000098208332
PDB chain4piv Chain A Residue 2205 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
Global viewLocal viewStructure summary

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PDB4piv A human fatty acid synthase inhibitor binds beta-ketoacyl reductase in the keto-substrate site.
Resolution2.299 Å
Binding residue
(original residue number in PDB)		H1263 P1264 S2021 V2022 R2026 N2028 Y2034 L2069 S2081 T2083
Binding residue
(residue number reindexed from 1)		H123 P124 S521 V522 R526 N528 Y534 L569 S578 T580
Annotation score1
Binding affinityMOAD: ic50=7.7nM
BindingDB: IC50=10nM
Enzymatic activity
Catalytic site (original residue number in PDB) K1995 S2021 Y2034 N2038
Catalytic site (residue number reindexed from 1) K495 S521 Y534 N538
Enzyme Commision number 1.1.1.100: 3-oxoacyl-[acyl-carrier-protein] reductase.
1.3.1.39: enoyl-[acyl-carrier-protein] reductase (NADPH, Re-specific).
2.3.1.38: [acyl-carrier-protein] S-acetyltransferase.
2.3.1.39: [acyl-carrier-protein] S-malonyltransferase.
2.3.1.41: beta-ketoacyl-[acyl-carrier-protein] synthase I.
2.3.1.85: fatty-acid synthase system.
3.1.2.14: oleoyl-[acyl-carrier-protein] hydrolase.
4.2.1.59: 3-hydroxyacyl-[acyl-carrier-protein] dehydratase.
External links
PDB RCSB:4piv, PDBe:4piv, PDBj:4piv
PDBsum4piv
PubMed25086508
UniProtP49327|FAS_HUMAN Fatty acid synthase (Gene Name=FASN)

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