Structure of PDB 6b5i Chain C Binding Site BS01

Receptor Information
>6b5i Chain C (length=492) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
PSPTPNLEIKYTKIFINNEWQNSESGRVFPVYNPATGEQVCEVQEADKAD
IDKAVQAARLAFSLGSVWRRMDASERGRLLDKLADLVERDRAVLATMESL
NGGKPFLQAFYVDLQGVIKTFRYYAGWADKIHGMTIPVDGDYFTFTRHEP
IGVCGQIIPWNFPLLMFAWKIAPALCCGNTVVIKPAEQTPLSALYMGALI
KEAGFPPGVINILPGYGPTAGAAIASHIGIDKIAFTGSTEVGKLIQEAAG
RSNLKRVTLELGGKSPNIIFADADLDYAVEQAHQGVFFNQGQCCTAGSRI
FVEESIYEEFVRRSVERAKRRVVGSPFDPTTEQGPQIDKKQYNKILELIQ
SGVAEGAKLECGGKGLGRKGFFIEPTVFSNVTDDMRIAKEEIFGPVQEIL
RFKTMDEVIERANNSDFGLVAAVFTNDINKALTVSSAMQAGTVWINCYNA
LNAQSPFGGFKMSGNGREMGEFGLREYSEVKTVTVKIPQKNS
Ligand information
Ligand IDCU4
InChIInChI=1S/C24H17FN4O3S/c1-33(31,32)21-11-7-17(8-12-21)23-22(24(30)27-19-4-2-3-18(25)13-19)15-29(28-23)20-9-5-16(14-26)6-10-20/h2-13,15H,1H3,(H,27,30)
InChIKeyZUWUBCCXJATTTE-UHFFFAOYSA-N
SMILES
SoftwareSMILES
ACDLabs 12.01CS(c1ccc(cc1)c3c(cn(c2ccc(cc2)C#N)n3)C(=O)Nc4cc(ccc4)F)(=O)=O
OpenEye OEToolkits 2.0.6CS(=O)(=O)c1ccc(cc1)c2c(cn(n2)c3ccc(cc3)C#N)C(=O)Nc4cccc(c4)F
CACTVS 3.385C[S](=O)(=O)c1ccc(cc1)c2nn(cc2C(=O)Nc3cccc(F)c3)c4ccc(cc4)C#N
FormulaC24 H17 F N4 O3 S
Name1-(4-cyanophenyl)-N-(3-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]-1H-pyrazole-4-carboxamide
ChEMBL
DrugBank
ZINC
PDB chain6b5i Chain C Residue 601 [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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PDB6b5i Structural Basis of ALDH1A2 Inhibition by Irreversible and Reversible Small Molecule Inhibitors.
Resolution2.6 Å
Binding residue
(original residue number in PDB)		V138 G142 F188 W195 Q310 F314 C320 T321 N475 L477 N478 F483
Binding residue
(residue number reindexed from 1)		V112 G116 F162 W169 Q284 F288 C294 T295 N449 L451 N452 F457
Annotation score1
Binding affinityPDBbind-CN: -logKd/Ki=5.96,Kd=1.1uM
Enzymatic activity
Catalytic site (original residue number in PDB) N187 E286 C320 E494
Catalytic site (residue number reindexed from 1) N161 E260 C294 E468
Enzyme Commision number 1.2.1.36: retinal dehydrogenase.
Gene Ontology
Molecular Function
GO:0001758 retinal dehydrogenase activity
GO:0004028 3-chloroallyl aldehyde dehydrogenase activity
GO:0004029 aldehyde dehydrogenase (NAD+) activity
GO:0016491 oxidoreductase activity
GO:0016620 oxidoreductase activity, acting on the aldehyde or oxo group of donors, NAD or NADP as acceptor
GO:0016918 retinal binding
Biological Process
GO:0001568 blood vessel development
GO:0001822 kidney development
GO:0001889 liver development
GO:0002138 retinoic acid biosynthetic process
GO:0003007 heart morphogenesis
GO:0006629 lipid metabolic process
GO:0006776 vitamin A metabolic process
GO:0007494 midgut development
GO:0008283 cell population proliferation
GO:0008284 positive regulation of cell population proliferation
GO:0008285 negative regulation of cell population proliferation
GO:0009855 determination of bilateral symmetry
GO:0009952 anterior/posterior pattern specification
GO:0009954 proximal/distal pattern formation
GO:0010628 positive regulation of gene expression
GO:0014032 neural crest cell development
GO:0016331 morphogenesis of embryonic epithelium
GO:0021915 neural tube development
GO:0021983 pituitary gland development
GO:0030182 neuron differentiation
GO:0030324 lung development
GO:0030326 embryonic limb morphogenesis
GO:0030900 forebrain development
GO:0030902 hindbrain development
GO:0031016 pancreas development
GO:0031076 embryonic camera-type eye development
GO:0032355 response to estradiol
GO:0032526 response to retinoic acid
GO:0033189 response to vitamin A
GO:0034097 response to cytokine
GO:0035115 embryonic forelimb morphogenesis
GO:0035799 ureter maturation
GO:0042572 retinol metabolic process
GO:0042573 retinoic acid metabolic process
GO:0042574 retinal metabolic process
GO:0042904 9-cis-retinoic acid biosynthetic process
GO:0043010 camera-type eye development
GO:0043065 positive regulation of apoptotic process
GO:0048384 retinoic acid receptor signaling pathway
GO:0048566 embryonic digestive tract development
GO:0048738 cardiac muscle tissue development
GO:0051289 protein homotetramerization
GO:0060324 face development
GO:0071300 cellular response to retinoic acid
GO:1905562 regulation of vascular endothelial cell proliferation
Cellular Component
GO:0005737 cytoplasm
GO:0005829 cytosol
GO:0048471 perinuclear region of cytoplasm

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:6b5i, PDBe:6b5i, PDBj:6b5i
PDBsum6b5i
PubMed29240402
UniProtO94788|AL1A2_HUMAN Retinal dehydrogenase 2 (Gene Name=ALDH1A2)

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