CHEBI:192710 - SM-164

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ChEBI Name SM-164
ChEBI ID CHEBI:192710
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Stan Laulederkind
Supplier Information
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Formula C62H84N14O6
Net Charge 0
Average Mass 1121.446
Monoisotopic Mass 1120.66983
InChI InChI=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
InChIKey LGYDZXNSSLRFJS-IOQQVAQYSA-N
SMILES [H][C@]12CC[C@H](N1C(=O)[C@H](CCCC2)NC(=O)[C@H](C)NC)C(=O)N[C@H](C1=CN(CCCCC2=CC=C(CCCCN3C=C(N=N3)[C@@H](NC(=O)[C@@H]3CC[C@]4([H])CCCC[C@H](NC(=O)[C@H](C)NC)C(=O)N34)C3=CC=CC=C3)C=C2)N=N1)C1=CC=CC=C1
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
SM 164 ChEBI
SM164 ChemIDplus
Registry Number Type Source
957135-43-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17999504 PubMed citation SUBMITTER
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23699656 PubMed citation SUBMITTER
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Last Modified
15 July 2022