Structure of PDB 5kcf Chain A Binding Site BS02

Receptor Information

>5kcf Chain A (length=236) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

KNSLALSLTADQMVSALLDAEPPILYSEYDPTRPFSEASMMGLLTNLADR
ELVHMINWAKRVPGFVDLTLHDQVHLLECAWLEILMIGLVWRSMEHPGKL
LFAPNLLLDRNQGKCVEGMVEIFDMLLATSSRFRMMNLQGEEFVCLKSII
LLNSGVYTKDHIHRVLDKITDTLIHLMAKAGLTLQQQHQRLAQLLLILSH
IRHMSNKGMEHLYSMKCKNVVPLSDLLLEMLDAHRL

Ligand information

Ligand ID

OB5

InChI

InChI=1S/C27H27NO6S/c1-3-28(19-8-14-22(33-2)15-9-19)35(31,32)24-16-23-25(17-4-10-20(29)11-5-17)26(27(24)34-23)18-6-12-21(30)13-7-18/h4-15,23-24,27,29-30H,3,16H2,1-2H3/t23-,24+,27+/m1/s1

InChIKey

DGXXRQNAGODTPD-DXBVXKBHSA-N

SMILES

Software	SMILES
CACTVS 3.385	CCN(c1ccc(OC)cc1)[S](=O)(=O)[CH]2C[CH]3O[CH]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5
OpenEye OEToolkits 1.9.2	CCN(c1ccc(cc1)OC)S(=O)(=O)[C@H]2C[C@@H]3C(=C([C@H]2O3)c4ccc(cc4)O)c5ccc(cc5)O
CACTVS 3.385	CCN(c1ccc(OC)cc1)[S](=O)(=O)[C@H]2C[C@H]3O[C@@H]2C(=C3c4ccc(O)cc4)c5ccc(O)cc5
ACDLabs 12.01	c5c(ccc(C=1C3CC(C(C=1c2ccc(cc2)O)O3)S(=O)(N(c4ccc(cc4)OC)CC)=O)c5)O
OpenEye OEToolkits 1.9.2	CCN(c1ccc(cc1)OC)S(=O)(=O)C2CC3C(=C(C2O3)c4ccc(cc4)O)c5ccc(cc5)O

Formula

C27 H27 N O6 S

Name

(1R,2S,4R)-N-ethyl-5,6-bis(4-hydroxyphenyl)-N-(4-methoxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide

PDB chain

5kcf Chain A Residue 601 [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	5kcf Full antagonism of the estrogen receptor without a prototypical ligand side chain.
Resolution	2.07 Å
Binding residue (original residue number in PDB)	L346 T347 A350 E353 M388 F404 M421 I424 F425 L428 L525
Binding residue (residue number reindexed from 1)	L44 T45 A48 E51 M86 F102 M119 I122 F123 L126 L212
Annotation score	1
Binding affinity	MOAD: ic50=0.72uM

Enzymatic activity

Enzyme Commision number

External links

PDB	RCSB:5kcf, PDBe:5kcf, PDBj:5kcf
PDBsum	5kcf
PubMed	27870835
UniProt	P03372\|ESR1_HUMAN Estrogen receptor (Gene Name=ESR1)

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