BI-1950   Click here for help

GtoPdb Ligand ID: 9719

Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: BI-1950 is a potent inhibitor of the LFA-1/ICAM-1 interaction. It is active in vitro and in vivo.
This ligand is one of the compounds available from Boehringer Ingelheim's opnMe molecular library.
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 9
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 133.01
Molecular weight 645.15
XLogP 4.35
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES N#Cc1ccc(cc1)CC1(C)C(=O)N(c2n1c(cn2)C(=O)NC(C(=O)NC1(CC1)c1ccccn1)C)c1cc(Cl)c(c(c1)Cl)F
Isomeric SMILES N#Cc1ccc(cc1)C[C@]1(C)C(=O)N(c2n1c(cn2)C(=O)N[C@H](C(=O)NC1(CC1)c1ccccn1)C)c1cc(Cl)c(c(c1)Cl)F
InChI InChI=1S/C32H26Cl2FN7O3/c1-18(27(43)40-32(10-11-32)25-5-3-4-12-37-25)39-28(44)24-17-38-30-41(21-13-22(33)26(35)23(34)14-21)29(45)31(2,42(24)30)15-19-6-8-20(16-36)9-7-19/h3-9,12-14,17-18H,10-11,15H2,1-2H3,(H,39,44)(H,40,43)/t18-,31+/m0/s1
No information available.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
LFA-1 has an established role in leukocyte cell adhesion. It influences cell trafficking and cell-cell contact through binding to the ICAM proteins.