Structure of PDB 5ac2 Chain A Binding Site BS01

Receptor Information
>5ac2 Chain A (length=494) Species: 9606 (Homo sapiens) [Search protein sequence] [Download receptor structure] [Download structure with residue number starting from 1] [View receptor structure]
DLPVLLTDLKIQYTKIFINNEWHDSVSGKKFPVFNPATEEELCQVEEGDK
EDVDKAVKAARQAFQIGSPWRTMDASERGRLLYKLADLIERDRLLLATME
SMNGGKLYSNAYLNDLAGCIKTLRYCAGWADKIQGRTIPIDGNFFTYTRH
EPIGVCGQIIPWNFPLVMLIWKIGPALSCGNTVVVKPAEQTPLTALHVAS
LIKEAGFPPGVVNIVPGYGPTAGAAISSHMDIDKVAFTGSTEVGKLIKEA
AGKSNLKRVTLELGGKSPCIVLADADLDNAVEFAHHGVFYHQGQCCIAAS
RIFVEESIYDEFVRRSVERAKKYILGNPLTPGVTQGPQIDKEQYDKILDL
IESGKKEGAKLECGGGPWGNKGYFVQPTVFSNVTDEMRIAKEEIFGPVQQ
IMKFKSLDDVIKRANNTFYGLSAGVFTKDIDKAITISSALQAGTVWVNCY
GVVSAQCPFGGFKMSGNGRELGEYGFHEYTEVKTVTVKISQKNS
Ligand information
Ligand IDK9P
InChIInChI=1S/C19H23NO2/c1-3-4-5-10-18(22)20-12-13(2)19-15-9-7-6-8-14(15)17(21)11-16(19)20/h6-9,11,13,21H,3-5,10,12H2,1-2H3/t13-/m1/s1
InChIKeyRUAITRBXVQXTLB-CYBMUJFWSA-N
SMILES
SoftwareSMILES
OpenEye OEToolkits 1.7.6CCCCCC(=O)N1CC(c2c1cc(c3c2cccc3)O)C
CACTVS 3.385CCCCCC(=O)N1C[CH](C)c2c1cc(O)c3ccccc23
OpenEye OEToolkits 1.7.6CCCCCC(=O)N1C[C@H](c2c1cc(c3c2cccc3)O)C
CACTVS 3.385CCCCCC(=O)N1C[C@@H](C)c2c1cc(O)c3ccccc23
FormulaC19 H23 N O2
Name1-[(1S)-1-methyl-5-oxidanyl-1,2-dihydrobenzo[e]indol-3-yl]hexan-1-one
ChEMBL
DrugBank
ZINCZINC000263620996
PDB chain5ac2 Chain A Residue 1502 [Download ligand structure] [Download structure with residue number starting from 1] [View ligand structure]
Receptor-Ligand Complex Structure
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PDB5ac2 Structural, Biochemical, and Computational Studies Reveal the Mechanism of Selective Aldehyde Dehydrogenase 1A1 Inhibition by Cytotoxic Duocarmycin Analogues.
Resolution1.85 Å
Binding residue
(original residue number in PDB)		F171 W178 H293 G294 Y297 C302 I304 Y457 G458
Binding residue
(residue number reindexed from 1)		F164 W171 H286 G287 Y290 C295 I297 Y450 G451
Annotation score1
Enzymatic activity
Catalytic site (original residue number in PDB) N170 K193 E269 C303 E400 E477
Catalytic site (residue number reindexed from 1) N163 K186 E262 C296 E393 E470
Enzyme Commision number 1.2.1.19: aminobutyraldehyde dehydrogenase.
1.2.1.28: benzaldehyde dehydrogenase (NAD(+)).
1.2.1.3: aldehyde dehydrogenase (NAD(+)).
1.2.1.36: retinal dehydrogenase.
Gene Ontology
Molecular Function
GO:0000166 nucleotide binding
GO:0001758 retinal dehydrogenase activity
GO:0004029 aldehyde dehydrogenase (NAD+) activity
GO:0005096 GTPase activator activity
GO:0005497 androgen binding
GO:0005515 protein binding
GO:0016491 oxidoreductase activity
GO:0016620 oxidoreductase activity, acting on the aldehyde or oxo group of donors, NAD or NADP as acceptor
GO:0018479 benzaldehyde dehydrogenase (NAD+) activity
GO:0019145 aminobutyraldehyde dehydrogenase (NAD+) activity
GO:0051287 NAD binding
GO:0106373 3-deoxyglucosone dehydrogenase activity
Biological Process
GO:0001523 retinoid metabolic process
GO:0006081 cellular aldehyde metabolic process
GO:0006629 lipid metabolic process
GO:0009449 gamma-aminobutyric acid biosynthetic process
GO:0030392 fructosamine catabolic process
GO:0036438 maintenance of lens transparency
GO:0042572 retinol metabolic process
GO:0110095 cellular detoxification of aldehyde
GO:0120163 negative regulation of cold-induced thermogenesis
Cellular Component
GO:0005737 cytoplasm
GO:0005829 cytosol
GO:0030424 axon
GO:0042995 cell projection
GO:0045202 synapse
GO:0070062 extracellular exosome

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Molecular Function
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Biological Process
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Cellular Component
External links
PDB RCSB:5ac2, PDBe:5ac2, PDBj:5ac2
PDBsum5ac2
PubMed26373694
UniProtP00352|AL1A1_HUMAN Aldehyde dehydrogenase 1A1 (Gene Name=ALDH1A1)

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