compound 2e [PMID: 19013076]   Click here for help

GtoPdb Ligand ID: 8830

Synonyms: L-VNIO | vinyl-L-NIO
Compound class: Synthetic organic
Comment: Compound 2a is an inhibitor of human dimethylarginine dimethylaminohydrolase 1 (DDAH1), reported in [1]. However, a lack of selectivity of 2a over NOSs activity, limits its clinical utility. Compound 3a (PubChem CID 11413609) is identified as the most useful human DDAH1 inhibitor in this series as it exhibits little inhibition of NOS enzyme activity.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 7
Topological polar surface area 101.7
Molecular weight 199.13
XLogP -2.38
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES NC(=NCCCC(C(=O)O)N)CC=C
Isomeric SMILES NC(=NCCC[C@@H](C(=O)O)N)CC=C
InChI InChI=1S/C9H17N3O2/c1-2-4-8(11)12-6-3-5-7(10)9(13)14/h2,7H,1,3-6,10H2,(H2,11,12)(H,13,14)/t7-/m0/s1
InChI Key LMDRHVQXMBGSGU-ZETCQYMHSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-2-amino-5-(1-aminobut-3-enylideneamino)pentanoic acid
Synonyms Click here for help
L-VNIO | vinyl-L-NIO
Database Links Click here for help
ChEMBL Ligand CHEMBL106820
GtoPdb PubChem SID 252827487
PubChem CID 447181
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