iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 31

Identifiers

  • Canonical SMILES: 
    CC(=O)N1CCN(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]piperazin-1-yl]ethanone
  • InChi: 
    InChI=1S/C26H24F3N3O3S/c1-17(33)31-8-10-32(11-9-31)25-15-19(6-7-30-25)18-2-5-24(21(14-18)26(27,28)29)36-20-3-4-22-23(16-20)35-13-12-34-22/h2-7,14-16H,8-13H2,1H3
  • InChiKey: 
    BVXBVMYTIQBMPV-UHFFFAOYSA-N

External links


21906767
CHEMBL182384
10657276

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. 18o

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.88 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 515.15 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 4.76
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 18o ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.88
Ta Structure Name Drugbank ID
0.6353 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.5220 Bitopertin DB12426
0.5026 Netupitant DB09048
0.4865 ORM-13070 C-11 DB15324
0.4847 Lecozotan DB12540
0.4809 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4641 Fosnetupitant DB14019
0.4340 Mepyramine DB06691
0.4326 1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE DB08543
0.4163 Blonanserin DB09223
0.4154 Atevirdine DB12264
0.4089 E-6005 DB12776
0.4064 4-{2-[4-(2-Aminoethyl)Piperazin-1-Yl]Pyridin-4-Yl}-N-(3-Chloro-4-Methylphenyl)Pyrimidin-2-Amine DB03916
0.4030 TT-301 DB12899
0.3980 Doxazosin DB00590