LCL161   Click here for help

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.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
Click here for help
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 Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-N-[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(4-fluorobenzoyl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-methylaminopropanamide
Synonyms Click here for help
LCL-161 | NVP-LCL161
Database Links Click here for help
CAS Registry No. 1005342-46-0
ChEMBL Ligand CHEMBL2431768
GtoPdb PubChem SID 249565595
PubChem CID 24737642
Search Google for chemical match using the InChIKey UFPFGVNKHCLJJO-SSKFGXFMSA-N
Search Google for chemicals with the same backbone UFPFGVNKHCLJJO
Search UniChem for chemical match using the InChIKey UFPFGVNKHCLJJO-SSKFGXFMSA-N
Search UniChem for chemicals with the same backbone UFPFGVNKHCLJJO