Structure of PDB 5kcu Chain B Binding Site BS02

Receptor Information

>5kcu Chain B (length=227) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

SLALSLTADQMVSALLDAEPPILYSEYDPTRPFSEASMMGLLTNLADREL
VHMINWAKRVPGFVDLTLHDQVHLLECAWLEILMIGLVWRSMEHPGKLLF
APNLLLDRNQGKCVEGMVEIFDMLLATSSRFRMMNLQGEEFVCLKSIILL
NSGVYTSLEEKDHIHRVLDKITDTLIHLMAKAGLTLQQQHQRLAQLLLIL
SHIRHMSNKGMEHLYSPLSDLLLEMLD

Ligand information

Ligand ID

OB8

InChI

InChI=1S/C30H27NO5S/c1-2-31(23-12-7-19-5-3-4-6-22(19)17-23)37(34,35)27-18-26-28(20-8-13-24(32)14-9-20)29(30(27)36-26)21-10-15-25(33)16-11-21/h3-17,26-27,30,32-33H,2,18H2,1H3/t26-,27+,30+/m0/s1

InChIKey

NWFALEHEZQFOMU-PVTPYKNESA-N

SMILES

Software	SMILES
OpenEye OEToolkits 1.9.2	CCN(c1ccc2ccccc2c1)S(=O)(=O)C3CC4C(=C(C3O4)c5ccc(cc5)O)c6ccc(cc6)O
OpenEye OEToolkits 1.9.2	CCN(c1ccc2ccccc2c1)S(=O)(=O)[C@@H]3C[C@H]4C(=C([C@@H]3O4)c5ccc(cc5)O)c6ccc(cc6)O
ACDLabs 12.01	c1c(O)ccc(c1)C3=C(c2ccc(O)cc2)C4CC(C3O4)S(=O)(N(CC)c5ccc6c(c5)cccc6)=O
CACTVS 3.385	CCN(c1ccc2ccccc2c1)[S](=O)(=O)[CH]3C[CH]4O[CH]3C(=C4c5ccc(O)cc5)c6ccc(O)cc6
CACTVS 3.385	CCN(c1ccc2ccccc2c1)[S](=O)(=O)[C@@H]3C[C@@H]4O[C@H]3C(=C4c5ccc(O)cc5)c6ccc(O)cc6

Formula

C30 H27 N O5 S

Name

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

PDB chain

5kcu Chain B 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	5kcu Full antagonism of the estrogen receptor without a prototypical ligand side chain.
Resolution	2.03 Å
Binding residue (original residue number in PDB)	T347 E353 L387 V418 M421 I424 G521 H524
Binding residue (residue number reindexed from 1)	T43 E49 L83 V114 M117 I120 G210 H213
Annotation score	1
Binding affinity	MOAD: ic50=6.49uM

Enzymatic activity

Enzyme Commision number

External links

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

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