iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1025

Identifiers

  • Canonical SMILES: 
    CC(=O)N1CCCN(CC1)c1cc(ccn1)-c1ccc(Sc2ccc3OCCOc3c2)c(c1)C(F)(F)F
  • IUPAC name: 
    1-[4-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]-1,4-diazepan-1-yl]ethanone
  • InChi: 
    InChI=1S/C27H26F3N3O3S/c1-18(34)32-9-2-10-33(12-11-32)26-16-20(7-8-31-26)19-3-6-25(22(15-19)27(28,29)30)37-21-4-5-23-24(17-21)36-14-13-35-23/h3-8,15-17H,2,9-14H2,1H3
  • InChiKey: 
    ZFKSCQNGJJUYMW-UHFFFAOYSA-N

External links


21906805
CHEMBL360249
10657326

External search

Bibliography (1)

Publication Name
Wang GT, Wang S, Gentles R, Sowin T, Leitza S, Reilly EB, von Geldern TW. . Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding. Bioorganic & medicinal chemistry letters. 18p

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
0 1 0 0

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.44 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 529.16 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 4.82
TPSA 54.90
RB 5
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15582439 18p ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.44
Ta Structure Name Drugbank ID
0.5902 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4977 Bitopertin DB12426
0.4926 Netupitant DB09048
0.4902 Lecozotan DB12540
0.4845 ORM-13070 C-11 DB15324
0.4633 Fosnetupitant DB14019
0.4490 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4255 1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE DB08543
0.4157 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4115 4-({4-[(4-methoxypyridin-2-yl)amino]piperidin-1-yl}carbonyl)benzonitrile DB07002
0.4109 SB-705498 DB11883
0.4044 ALK-4290 DB15269
0.4012 Mepyramine DB06691
0.4000 Fluphenazine DB00623
0.3982 Blonanserin DB09223