Structure of PDB 6ma1 Chain A Binding Site BS02

Receptor Information

>6ma1 Chain A (length=697) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]

CPTHADSLNNLANIKREQGNIEEAVRLYRKALEVFPEFAAAHSNLASVLQ
QQGKLQEALMHYKEAIRISPTFADAYSNMGNTLKEMQDVQGALQCYTRAI
QINPAFADAHSNLASIHKDSGNIPEAIASYRTALKLKPDFPDAYCNLAHC
LQIVCDWTDYDERMKKLVSIVADQLEKNRLPSVHPHHSMLYPLSHGFRKA
IAERHGNLCLDKINVLHKPPYEHPKDLKLSDGRLRVGYVSSDFGNHPTSH
LMQSIPGMHNPDKFEVFCYALSPDDGTNFRVKVMAEANHFIDLSQIPCNG
KAADRIHQDGIHILVNMNGYTKGARNELFALRPAPIQAMWLGYPGTSGAL
FMDYIITDQETSPAEVAEQYSEKLAYMPHTFFIGDHANMFPHLKKKAVID
FKIYDNRIVLNGIDLKAFLDSLPDVKIVKMLNMPVIPMNTIAEAVIEMIN
RGQIQITINGFSISNGLATTQINNKAATGEEVPRTIIVTTRSQYGLPEDA
IVYCNFNQLYKIDPSTLQMWANILKRVPNSVLWLLRFPAVGEPNIQQYAQ
NMGLPQNRIIFSPVAPKEEHVRRGQLADVCLDTPLCNGHTTGMDVLWAGT
PMVTMPGETLASRVAASQLTCLGCLELIAKNRQEYEDIAVKLGTDLEYLK
KVRGKVWKQRISSPLFNTKQYTMELERLYLQMWEHYAAGNKPDHMIK

Ligand information

Ligand ID

JA4

InChI

InChI=1S/C25H22ClN3O7S2/c1-36-20-7-3-2-6-17(20)24(25(33)29(14-23(31)32)13-16-5-4-10-37-16)28-38(34,35)21-11-15-8-9-22(30)27-19(15)12-18(21)26/h2-12,24,28H,13-14H2,1H3,(H,27,30)(H,31,32)/t24-/m1/s1

InChIKey

AZINZNCYZJSBMU-XMMPIXPASA-N

SMILES

Software	SMILES
ACDLabs 12.01	C2=Cc1cc(c(Cl)cc1NC2=O)S(NC(c3ccccc3OC)C(=O)N(CC(=O)O)Cc4cccs4)(=O)=O
OpenEye OEToolkits 2.0.6	COc1ccccc1C(C(=O)N(Cc2cccs2)CC(=O)O)NS(=O)(=O)c3cc4c(cc3Cl)NC(=O)C=C4
CACTVS 3.385	COc1ccccc1[C@@H](N[S](=O)(=O)c2cc3C=CC(=O)Nc3cc2Cl)C(=O)N(CC(O)=O)Cc4sccc4
CACTVS 3.385	COc1ccccc1[CH](N[S](=O)(=O)c2cc3C=CC(=O)Nc3cc2Cl)C(=O)N(CC(O)=O)Cc4sccc4
OpenEye OEToolkits 2.0.6	COc1ccccc1[C@H](C(=O)N(Cc2cccs2)CC(=O)O)NS(=O)(=O)c3cc4c(cc3Cl)NC(=O)C=C4

Formula

C25 H22 Cl N3 O7 S2

Name

N-[(2R)-2-{[(7-chloro-2-oxo-1,2-dihydroquinolin-6-yl)sulfonyl]amino}-2-(2-methoxyphenyl)acetyl]-N-[(thiophen-2-yl)methyl]glycine

ChEMBL

DrugBank

ZINC

PDB chain

6ma1 Chain A Residue 1101 [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	6ma1 Structure-Based Evolution of Low Nanomolar O-GlcNAc Transferase Inhibitors.
Resolution	2.75 Å
Binding residue (original residue number in PDB)	H558 P559 H562 Q839 L866 F868 V895 A896 K898 H901 R904
Binding residue (residue number reindexed from 1)	H246 P247 H250 Q508 L535 F537 V564 A565 K567 H570 R573
Annotation score	1
Binding affinity	PDBbind-CN: -logKd/Ki=8.10,Kd=0.008uM

Enzymatic activity

Enzyme Commision number

2.4.1.255: protein O-GlcNAc transferase.

External links

PDB	RCSB:6ma1, PDBe:6ma1, PDBj:6ma1
PDBsum	6ma1
PubMed	30285435
UniProt	O15294\|OGT1_HUMAN UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase 110 kDa subunit (Gene Name=OGT)

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