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CHEBI:192710 - SM-164

ChEBI IDCHEBI:192710
ChEBI NameSM-164
Stars
DefinitionA potent cell-permeable and bivalent Smac mimetic which binds to XIAP, cIAP-1 and cIAP-2 proteins (Ki = 0.56 nM, 0.31 nM and 1.1 nM, respectively). It induces apoptosis and tumor regression in cancer xenograft models.
Last Modified15 July 2022
Submitterslaulederkind
DownloadsMolfile
FormulaC62H84N14O6
Net Charge0
Average Mass1121.446
Monoisotopic Mass1120.66983
SMILES[H][C@@]12CCCC[C@H](NC(=O)[C@H](C)NC)C(=O)N1[C@H](C(=O)N[C@@H](c1ccccc1)c1cn(CCCCc3ccc(CCCCn4cc([C@@H](NC(=O)[C@@H]5CC[C@]6([H])CCCC[C@H](NC(=O)[C@H](C)NC)C(=O)N56)c5ccccc5)nn4)cc3)nn1)CC2
InChIInChI=1S/C62H84N14O6/c1-41(63-3)57(77)65-49-27-13-11-25-47-33-35-53(75(47)61(49)81)59(79)67-55(45-21-7-5-8-22-45)51-39-73(71-69-51)37-17-15-19-43-29-31-44(32-30-43)20-16-18-38-74-40-52(70-72-74)56(46-23-9-6-10-24-46)68-60(80)54-36-34-48-26-12-14-28-50(62(82)76(48)54)66-58(78)42(2)64-4/h5-10,21-24,29-32,39-42,47-50,53-56,63-64H,11-20,25-28,33-38H2,1-4H3,(H,65,77)(H,66,78)(H,67,79)(H,68,80)/t41-,42-,47-,48-,49-,50-,53-,54-,55-,56-/m0/s1
InChIKeyLGYDZXNSSLRFJS-IOQQVAQYSA-N
Roles Classification
Biological Role:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
radiosensitizing agent  A drug that makes increases the sensitivity of tumour cells to radiation therapy.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
SM-164 (CHEBI:192710) has role antineoplastic agent (CHEBI:35610)
SM-164 (CHEBI:192710) has role apoptosis inducer (CHEBI:68495)
SM-164 (CHEBI:192710) has role radiosensitizing agent (CHEBI:132992)
SM-164 (CHEBI:192710) is a benzenes (CHEBI:22712)
SM-164 (CHEBI:192710) is a organic heterobicyclic compound (CHEBI:27171)
SM-164 (CHEBI:192710) is a secondary carboxamide (CHEBI:140325)
SM-164 (CHEBI:192710) is a triazoles (CHEBI:35727)
IUPAC Name 
(3S,6S,10aS)-6-{[(2S)-2-(methylamino)propanoyl]amino}-N-[(S)-(1-{4-[4-(4-{4-[(S)-({[(3S,6S,10aS)-6-{[(2S)-2-(methylamino)propanoyl]amino}-5-oxodecahydropyrrolo[1,2-a]azocin-3-yl]carbonyl}amino)(phenyl)methyl]-1H-1,2,3-triazol-1-yl}butyl)phenyl]butyl}-1H-1,2,3-triazol-4-yl)(phenyl)methyl]-5-oxodecahydropyrrolo[1,2-a]azocine-3-carboxamide
Synonyms  Source
SM 164ChEBI
SM164ChemIDplus
Registry NumbersSources
CAS:957135-43-2ChemIDplus
Citations