BI 665915   Click here for help

GtoPdb Ligand ID: 9716

Synonyms: BI-665915 | compound 69 [PMID: 25671290] [1]
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: BI 665915 is a FLAP (5-lipoxygenase activating protein) inhibitor [1].
This ligand is one of the compounds available from Boehringer Ingelheim's opnMe molecular library.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 128.85
Molecular weight 458.22
XLogP 2.94
No. Lipinski's rules broken 0
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Canonical SMILES O=C(N(C)C)Cn1ncc(c1)c1onc(n1)C(c1ccc(cc1)c1cnc(nc1)N)(C1CC1)C
Isomeric SMILES O=C(N(C)C)Cn1ncc(c1)c1onc(n1)C(c1ccc(cc1)c1cnc(nc1)N)(C1CC1)C
InChI InChI=1S/C24H26N8O2/c1-24(19-8-9-19,18-6-4-15(5-7-18)16-10-26-23(25)27-11-16)22-29-21(34-30-22)17-12-28-32(13-17)14-20(33)31(2)3/h4-7,10-13,19H,8-9,14H2,1-3H3,(H2,25,26,27)
1. Takahashi H, Riether D, Bartolozzi A, Bosanac T, Berger V, Binetti R, Broadwater J, Chen Z, Crux R, De Lombaert S et al.. (2015)
Synthesis, SAR, and series evolution of novel oxadiazole-containing 5-lipoxygenase activating protein inhibitors: discovery of 2-[4-(3-{(r)-1-[4-(2-amino-pyrimidin-5-yl)-phenyl]-1-cyclopropyl-ethyl}-[1,2,4]oxadiazol-5-yl)-pyrazol-1-yl]-N,N-dimethyl-acetamide (BI 665915).
J Med Chem, 58 (4): 1669-90. [PMID:25671290]