LCL161   

GtoPdb Ligand ID: 7912

Synonyms: LCL-161 | NVP-LCL161
Compound class: Synthetic organic
Comment: LCL161 is a SMAC mimetic which acts as an inhibitor of IAPs (inhibitor of apoptosis proteins), binding predominantly to their BIR3 domain [1]. Use the following hyperlinks to view protein sequences for XIAP BIR3 and cIAP1 BIR3 provided by UniProt.org.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 119.64
Molecular weight 500.23
XLogP 3.95
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CNC(C(=O)NC(C(=O)N1CCCC1c1scc(n1)C(=O)c1ccc(cc1)F)C1CCCCC1)C
Isomeric SMILES CN[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1c1scc(n1)C(=O)c1ccc(cc1)F)C1CCCCC1)C
InChI InChI=1S/C26H33FN4O3S/c1-16(28-2)24(33)30-22(17-7-4-3-5-8-17)26(34)31-14-6-9-21(31)25-29-20(15-35-25)23(32)18-10-12-19(27)13-11-18/h10-13,15-17,21-22,28H,3-9,14H2,1-2H3,(H,30,33)/t16-,21-,22-/m0/s1
InChI Key UFPFGVNKHCLJJO-SSKFGXFMSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S)-N-[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(4-fluorobenzoyl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-methylaminopropanamide
Synonyms
LCL-161 | NVP-LCL161
Database Links
CAS Registry No. 1005342-46-0
ChEMBL Ligand CHEMBL2431768
GtoPdb PubChem SID 249565595
PubChem CID 24737642
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