Structure of PDB 3qaq Chain A Binding Site BS01

Receptor Information
>3qaq Chain A (length=837) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
SEESQAFQRQLTALIGYDVTDVSNVHDDELEFTRRGLVTPRMAEVASRDP
KLYAMHPWVTSKPLPEYLWKKIANNCIFIVIHRSTTSQTIKVSPDDTPGA
ILQSFDFVLRVCGRDEYLVGETPIKNFQWVRHCLKNGEEIHVVLDTPPDP
ALDEVRKETVSLWDCDRKFRVKIRGIDIPVLDLTVFVEANIQHGQQVLCQ
RRTSPKPFTEEVLWNVWLEFSIKIKDLPKGALLNLQIYCGKVQLLYYVNL
LLIDHRFLLRRGEYVLHMWQISSFNADKLTSATNPDKENSMSISILLDNH
PIALPKHQVRAEMPNQLRKQLEAIIATDPLNPLTAEDKELLWHFRYESLK
HPKAYPKLFSSVKWGQQEIVAKTYQLLARREVWDQSALDVGLTMQLLDCN
FSDENVRAIAVQKLESLEDDDVLHYLLQLVQAVKFEPYHDSALARFLLKR
GLRNKRIGHFLFWFLRSEIAQSRHYQQRFAVILEAYLRGCGTAMLHDFTQ
QVQVIEMLQKVTLDIKSLSADVSSQVISQLKQKLENLQNSQLPESFRVPY
DPGLKAGALAIEKCKVMASKKKPLWLEFKCADPTALSNETIGIIFKHGDD
LRQDMLILQILRIMESIWETESLDLCLLPYGCISTGDKIGMIEIVKDATT
IAKIQQSTVGGAFKDEVLNHWLKEKSPTEEKFQAAVERFVYSCAGYCVAT
FVLGIGDRHNDNIMITETGNLFHIDFGHKERVPFVLTPDFLFVMGTSGKK
TSPHFQKFQDICVKAYLALRHHTNLLIILFSMMLMTGMPQLTSKEDIEYI
RDALTVGKNEEDAKKYFLDQIEVCRDKGWTVQFNWFL
Ligand information
Ligand IDQAQ
InChIInChI=1S/C18H14N8O/c19-8-9-20-16-21-11-22-17(25-16)26-15-7-2-1-6-14(15)24-18(26)23-12-4-3-5-13(27)10-12/h1-7,10-11,27H,9H2,(H,23,24)(H,20,21,22,25)
InChIKeyFEBJYEFFVIDUNF-UHFFFAOYSA-N
SMILES
SoftwareSMILES
CACTVS 3.370Oc1cccc(Nc2nc3ccccc3n2c4ncnc(NCC#N)n4)c1
OpenEye OEToolkits 1.7.0c1ccc2c(c1)nc(n2c3ncnc(n3)NCC#N)Nc4cccc(c4)O
ACDLabs 12.01N#CCNc1ncnc(n1)n3c4ccccc4nc3Nc2cccc(O)c2
FormulaC18 H14 N8 O
Name[(4-{2-[(3-hydroxyphenyl)amino]-1H-benzimidazol-1-yl}-1,3,5-triazin-2-yl)amino]acetonitrile;
2-(4-(2-(3-hydroxyphenylamino)-1H-benzo[d]imidazol-1-yl)-1,3,5-triazin-2-ylamino)acetonitrile
ChEMBLCHEMBL1615182
DrugBank
ZINCZINC000064744186
PDB chain3qaq Chain A Residue 1103 [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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PDB3qaq Discovery of triazine-benzimidazoles as selective inhibitors of mTOR.
Resolution2.9 Å
Binding residue
(original residue number in PDB)		M804 W812 I831 D841 Y867 E880 I881 V882 A885 M953 I963 D964
Binding residue
(residue number reindexed from 1)		M567 W575 I594 D604 Y630 E643 I644 V645 A648 M714 I724 D725
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=7.00,IC50=0.10uM
BindingDB: IC50=100nM,Ki=120nM
Enzymatic activity
Enzyme Commision number 2.7.11.1: non-specific serine/threonine protein kinase.
2.7.1.137: phosphatidylinositol 3-kinase.
2.7.1.153: phosphatidylinositol-4,5-bisphosphate 3-kinase.
2.7.1.154: phosphatidylinositol-4-phosphate 3-kinase.
Gene Ontology
Molecular Function
GO:0016301 kinase activity
Biological Process
GO:0046854 phosphatidylinositol phosphate biosynthetic process

View graph for
Molecular Function
View graph for
Biological Process
External links
PDB RCSB:3qaq, PDBe:3qaq, PDBj:3qaq
PDBsum3qaq
PubMed21376583
UniProtP48736|PK3CG_HUMAN Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform (Gene Name=PIK3CG)

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