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CHEBI:93296 - N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide

ChEBI IDCHEBI:93296
ChEBI NameN2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide
Stars
ASCII NameN(2)-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N(2)-isopropoxy-D-valinamide
DefinitionA hydroxamic acid that is N-hydroxy-D-valinamide in which the α-amino group has been substituted by isopropoxy and [biphenyl]-4-ylsulfonyl groups. A selective matrix metalloproteinase-2 (MMP-2) inhibitor, it is one of the most potent inducers of autophagy. Its physiological roles include angiogenesis, cancer metastasis, embryogenesis, tissue remodeling in development, and wound healing.
Last Modified26 October 2017
DownloadsMolfile
FormulaC20H26N2O5S
Net Charge0
Average Mass406.504
Monoisotopic Mass406.15624
SMILESCC(C)ON([C@@H](C(=O)NO)C(C)C)S(=O)(=O)c1ccc(-c2ccccc2)cc1
InChIInChI=1S/C20H26N2O5S/c1-14(2)19(20(23)21-24)22(27-15(3)4)28(25,26)18-12-10-17(11-13-18)16-8-6-5-7-9-16/h5-15,19,24H,1-4H3,(H,21,23)/t19-/m1/s1
InChIKeyDGZZVIWCMGVHGV-LJQANCHMSA-N
Roles Classification
Biological Roles:
autophagy inducer  Any compound that induces the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
EC 3.4.24.24 (gelatinase A) inhibitor  An EC 3.4.24.* (metalloendopeptidase) inhibitor that interferes with the action of gelatinase A (EC 3.4.24.24).
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
melanin synthesis inhibitor  A depigmentation agent which inhibits the synthesis of melanin.
ChEBI Ontology
Outgoing Relation(s)
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide (CHEBI:93296) has role antineoplastic agent (CHEBI:35610)
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide (CHEBI:93296) has role autophagy inducer (CHEBI:138880)
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide (CHEBI:93296) has role EC 3.4.24.24 (gelatinase A) inhibitor (CHEBI:84036)
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide (CHEBI:93296) has role melanin synthesis inhibitor (CHEBI:64933)
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide (CHEBI:93296) is a D-valine derivative (CHEBI:84130)
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide (CHEBI:93296) is a hydroxamic acid (CHEBI:24650)
IUPAC Name 
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-isopropoxy-D-valinamide
Synonyms  Source
ARP-101ChEBI
ARP 101ChEBI
ARP101ChEBI
N2-([biphenyl]-4-ylsulfonyl)-N-hydroxy-N2-(propan-2-yloxy)-D-valinamideIUPAC
(2R)-N-hydroxy-3-methyl-2-[(4-phenylphenyl)sulfonyl-propan-2-yloxyamino]butanamideLINCS
(2R)-2-[([1,1'-biphenyl]-4-ylsulfonyl)(1-methylethoxy)amino]-N-hydroxy-3-methyl-butanamideChEBI
Manual XrefsDatabases
LSM-3648LINCS
Registry NumbersSources
Reaxys:9937045Reaxys
CAS:849773-64-4PubChem Compound
Citations