Structure of PDB 4gl7 Chain A Binding Site BS02

Receptor Information

>4gl7 Chain A (length=452) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

SSIPGPGYCMGIGPLISHGRFLWMGIGSACNYYNRVYGEFMRVWISGEET
LIISKSSSMFHIMKHNHYSSRFGSKLGLQCIGMHEKGIIFNNNPELWKTT
RPFFMKALSGPGLVRMVTVCAESLKTHLDRLEEVTNESGYVDVLTLLRRV
MLDTSNTLFLRIPLDESAIVVKIQGYFDAWQALLIKPDIFFKISWLYKKY
EKSVKDLKDAIEVLIAEKRRRISTEEKLEECMDFATELILAEKRGDLTRE
NVNQCILEMLIAAPDTMSVSLFFMLFLIAKHPNVEEAIIKEIQTVIGERD
IKIDDIQKLKVMENFIYESMRYQPVVDLVMRKALEDDVIDGYPVKKGTNI
ILNIGRMHRLEFFPKPNEFTLENFAKNVPYRYFQPFGFGPRGCAGKYIAM
VMMKAILVTLLRRFHVKTLQGQCVESIQKIHDLSLHPDETKNMLEMIFTP
RN

Ligand information

Ligand ID

0XJ

InChI

InChI=1S/C24H30O3/c1-4-5-6-13-27-21-15-17-18-7-8-22(26)24(18,3)12-10-19(17)23(2)11-9-16(25)14-20(21)23/h9,11,14,17-19,21H,4,7-8,10,12-13,15H2,1-3H3/t17-,18-,19-,21+,23+,24-/m0/s1

InChIKey

VZGAHAQWKVTWEF-RAPVPNNWSA-N

SMILES

Software	SMILES
ACDLabs 12.01	O=C4C3(CCC2C1(C=CC(=O)C=C1C(OCC#CCC)CC2C3CC4)C)C
CACTVS 3.370	CCC#CCO[C@@H]1C[C@H]2[C@@H]3CCC(=O)[C@@]3(C)CC[C@@H]2[C@@]4(C)C=CC(=O)C=C14
OpenEye OEToolkits 1.7.6	CCC#CCOC1CC2C3CCC(=O)C3(CCC2C4(C1=CC(=O)C=C4)C)C
OpenEye OEToolkits 1.7.6	CCC#CCO[C@@H]1C[C@H]2[C@@H]3CCC(=O)[C@]3(CC[C@@H]2[C@@]4(C1=CC(=O)C=C4)C)C
CACTVS 3.370	CCC#CCO[CH]1C[CH]2[CH]3CCC(=O)[C]3(C)CC[CH]2[C]4(C)C=CC(=O)C=C14

Formula

C24 H30 O3

Name

(6alpha,8alpha)-6-(pent-2-yn-1-yloxy)androsta-1,4-diene-3,17-dione

PDB chain

4gl7 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	4gl7 Novel aromatase inhibitors by structure-guided design.
Resolution	3.9 Å
Binding residue (original residue number in PDB)	R115 I133 F221 W224 A306 D309 T310 L372 M374 S478 H480
Binding residue (residue number reindexed from 1)	R71 I89 F177 W180 A262 D265 T266 L328 M330 S434 H436
Annotation score	1
Binding affinity	BindingDB: IC50=11.8nM

Enzymatic activity

Catalytic site (original residue number in PDB)	T310 F430 C437
Catalytic site (residue number reindexed from 1)	T266 F386 C393
Enzyme Commision number	1.14.14.14: aromatase.

Gene Ontology

	Molecular Function
GO:0004497	monooxygenase activity
GO:0005506	iron ion binding
GO:0008395	steroid hydroxylase activity
GO:0009055	electron transfer activity
GO:0016705	oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen
GO:0016712	oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
GO:0019825	oxygen binding
GO:0020037	heme binding
GO:0046872	metal ion binding
GO:0070330	aromatase activity

	Biological Process
GO:0002677	negative regulation of chronic inflammatory response
GO:0006629	lipid metabolic process
GO:0006694	steroid biosynthetic process
GO:0006703	estrogen biosynthetic process
GO:0006710	androgen catabolic process
GO:0006949	syncytium formation
GO:0008209	androgen metabolic process
GO:0008585	female gonad development
GO:0010760	negative regulation of macrophage chemotaxis
GO:0016125	sterol metabolic process
GO:0030540	female genitalia development
GO:0030879	mammary gland development
GO:0032355	response to estradiol
GO:0060065	uterus development
GO:0060736	prostate gland growth
GO:0061370	testosterone biosynthetic process
GO:2000866	positive regulation of estradiol secretion

	Cellular Component
GO:0005783	endoplasmic reticulum
GO:0005789	endoplasmic reticulum membrane
GO:0016020	membrane

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Molecular Function

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External links

PDB	RCSB:4gl7, PDBe:4gl7, PDBj:4gl7
PDBsum	4gl7
PubMed	22951074
UniProt	P11511\|CP19A_HUMAN Aromatase (Gene Name=CYP19A1)

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