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CHEBI:90703 - gamendazole

ChEBI IDCHEBI:90703
ChEBI Namegamendazole
Stars
DefinitionA member of the class of indazoles that is 3-(indazol-3-yl}prop-2-enoic acid carrying additional 2,4-dichlorobenzyl and trifluoromethyl substituents at positions 1 and 6 respectively. An orally active antispermatogenic compound with antifertility effects that is a potential male contraceptive drug.
Last Modified8 October 2019
Submitterslaulederkind
DownloadsMolfile
FormulaC18H11Cl2F3N2O2
Net Charge0
Average Mass415.198
Monoisotopic Mass414.01497
SMILESO=C(O)/C=C/c1nn(Cc2ccc(Cl)cc2Cl)c2cc(C(F)(F)F)ccc12
InChIInChI=1S/C18H11Cl2F3N2O2/c19-12-3-1-10(14(20)8-12)9-25-16-7-11(18(21,22)23)2-4-13(16)15(24-25)5-6-17(26)27/h1-8H,9H2,(H,26,27)/b6-5+
InChIKeyKYYQMVUKYQCSQY-AATRIKPKSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
eukaryotic translation elongation factor 1alpha 1 inhibitor  Any compound that inihibits the human protein, eukaryotic translation elongation factor 1α 1.
Hsp90 inhibitor  An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
Applications:
synthetic oral contraceptive  An oral contraceptive which owes its effectiveness to synthetic preparation.
antispermatogenic agent  An agent that destroy spermatozoa in the male genitalia and block spermatogenesis.
ChEBI Ontology
Outgoing Relation(s)
gamendazole (CHEBI:90703) has functional parent lonidamine (CHEBI:50138)
gamendazole (CHEBI:90703) has role antispermatogenic agent (CHEBI:145047)
gamendazole (CHEBI:90703) has role eukaryotic translation elongation factor 1α 1 inhibitor (CHEBI:90767)
gamendazole (CHEBI:90703) has role Hsp90 inhibitor (CHEBI:63962)
gamendazole (CHEBI:90703) has role synthetic oral contraceptive (CHEBI:49326)
gamendazole (CHEBI:90703) is a dichlorobenzene (CHEBI:23697)
gamendazole (CHEBI:90703) is a indazoles (CHEBI:38769)
gamendazole (CHEBI:90703) is a olefinic compound (CHEBI:78840)
gamendazole (CHEBI:90703) is a organofluorine compound (CHEBI:37143)
gamendazole (CHEBI:90703) is a α,β-unsaturated monocarboxylic acid (CHEBI:79020)
IUPAC Name 
(2E)-3-{1-[(2,4-dichlorophenyl)methyl]-6-(trifluoromethyl)-1H-indazol-3-yl}prop-2-enoic acid
Synonym  Source
trans-3-(1-benzyl-6-(trifluoromethyl)-1H-indazol-3-yl)acrylic acidSUBMITTER
Manual XrefsDatabases
GamendazoleWikipedia
Registry NumbersSources
Reaxys:12542895Reaxys
Citations