Structure of PDB 4awp Chain A Binding Site BS01

Receptor Information
>4awp Chain A (length=204) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
VETFAFQAEIAQLMSLIINTFYSNKEIFLRELISNSSDALDKIRYESLTD
PSKLDSGKELHINLIPNKQDRTLTIVDTGIGMTKADLINNLGTIAKSGTK
AFMEALQDISMIGQFGVGFYSAYLVAEKVTVITKHNDDEQYAWESSAGGS
FTVRTDTGEPMGRGTKVILHLKEDQTEYLEERRIKEIVKKHSQFIGYPIT
LFVE
Ligand information
Ligand ID99A
InChIInChI=1S/C30H33N5O3/c1-18-13-26(19(2)12-25(18)28(31)36)30(38)34-22-14-23-9-10-24(15-22)35(23)27-11-8-21(17-32-27)29(37)33-16-20-6-4-3-5-7-20/h3-8,11-13,17,22-24H,9-10,14-16H2,1-2H3,(H2,31,36)(H,33,37)(H,34,38)/t22-,23+,24-
InChIKeyCHQGBLRVADDSPY-BKFWDETESA-N
SMILES
SoftwareSMILES
ACDLabs 12.01O=C(N)c1c(cc(c(c1)C)C(=O)NC5CC4N(c3ncc(C(=O)NCc2ccccc2)cc3)C(CC4)C5)C
OpenEye OEToolkits 1.9.2Cc1cc(c(cc1C(=O)NC2CC3CCC(C2)N3c4ccc(cn4)C(=O)NCc5ccccc5)C)C(=O)N
OpenEye OEToolkits 1.9.2Cc1cc(c(cc1C(=O)NC2C[C@H]3CC[C@@H](C2)N3c4ccc(cn4)C(=O)NCc5ccccc5)C)C(=O)N
CACTVS 3.385Cc1cc(c(C)cc1C(N)=O)C(=O)NC2C[CH]3CC[CH](C2)N3c4ccc(cn4)C(=O)NCc5ccccc5
CACTVS 3.385Cc1cc(c(C)cc1C(N)=O)C(=O)NC2C[C@H]3CC[C@@H](C2)N3c4ccc(cn4)C(=O)NCc5ccccc5
FormulaC30 H33 N5 O3
NameN-{(3-endo)-8-[5-(benzylcarbamoyl)pyridin-2-yl]-8-azabicyclo[3.2.1]oct-3-yl}-2,5-dimethylbenzene-1,4-dicarboxamide
ChEMBL
DrugBank
ZINCZINC000118865863
PDB chain4awp Chain A Residue 1224 [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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PDB4awp Discovery of Xl888: A Novel Tropane-Derived Small Molecule Inhibitor of Hsp90.
Resolution1.82 Å
Binding residue
(original residue number in PDB)		F22 Q23 N51 M98 L103 I104 N106 L107 F138 Y139 W162 F170
Binding residue
(residue number reindexed from 1)		F6 Q7 N35 M82 L87 I88 N90 L91 F119 Y120 W143 F151
Annotation score1
Binding affinityMOAD: ic50=81nM
PDBbind-CN: -logKd/Ki=7.09,IC50=81nM
Enzymatic activity
Enzyme Commision number 3.6.4.10: non-chaperonin molecular chaperone ATPase.
Gene Ontology
Molecular Function
GO:0005524 ATP binding
GO:0016887 ATP hydrolysis activity
GO:0051082 unfolded protein binding
GO:0140662 ATP-dependent protein folding chaperone
Biological Process
GO:0006457 protein folding

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:4awp, PDBe:4awp, PDBj:4awp
PDBsum4awp
PubMed22877636
UniProtP07900|HS90A_HUMAN Heat shock protein HSP 90-alpha (Gene Name=HSP90AA1)

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