SM-122   

GtoPdb Ligand ID: 8855

Synonyms: compound 1 [1] | Smac peptide mimetic 20
Compound class: Synthetic organic
Comment: SM-122 is an inhibitor of the inhibitor of apoptosis proteins (IAPs) [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 90.54
Molecular weight 476.28
XLogP 3.69
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNC(C(=O)NC1CCCCC2N(C1=O)C(CC2)C(=O)NC(c1ccccc1)c1ccccc1)C
Isomeric SMILES CN[C@H](C(=O)N[C@H]1CCCC[C@@H]2N(C1=O)[C@@H](CC2)C(=O)NC(c1ccccc1)c1ccccc1)C
InChI InChI=1S/C28H36N4O3/c1-19(29-2)26(33)30-23-16-10-9-15-22-17-18-24(32(22)28(23)35)27(34)31-25(20-11-5-3-6-12-20)21-13-7-4-8-14-21/h3-8,11-14,19,22-25,29H,9-10,15-18H2,1-2H3,(H,30,33)(H,31,34)/t19-,22-,23-,24-/m0/s1
InChI Key XBTLZUHJBOBKRG-HCUBDLJJSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(3S,6S,10aS)-N-benzhydryl-6-[[(2S)-2-(methylamino)propanoyl]amino]-5-oxo-2,3,6,7,8,9,10,10a-octahydro-1H-pyrrolo[1,2-a]azocine-3-carboxamide
Synonyms
compound 1 [1] | Smac peptide mimetic 20
Database Links
ChEMBL Ligand CHEMBL481422
GtoPdb PubChem SID 252827512
PubChem CID 24754886
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