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.
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2D Structure
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Physico-chemical Properties
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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
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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
Bioactivity Comments
BI-1950 demonstrates >250-fold selectivity for human over mouse LFA-1, and is >1000 fold selective for LFA-1 compared to the most closely related β2-integrin Mac-1 (ITGB2) [1].
Selectivity at catalytic receptors
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Target Sp. Type Action Value Parameter Concentration range (M) Reference
integrin, alpha L subunit (antigen CD11A (p180), lymphocyte function-associated antigen 1; alpha polypeptide) Hs Inhibitor Binding 8.1 pKd - 1
pKd 8.1 (Kd 9x10-9 M) [1]
Description: Inhibition of LFA-1 binding to ICAM-1 in vitro.