iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 492

Identifiers

  • Canonical SMILES: 
    FC(F)(F)c1cc(ccc1Sc1ccc2OCCOc2c1)-c1ccnc(c1)N1CCN(CC1)C=O
  • IUPAC name: 
    4-[4-[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfanyl)-3-(trifluoromethyl)phenyl]pyridin-2-yl]piperazine-1-carbaldehyde
  • InChi: 
    InChI=1S/C25H22F3N3O3S/c26-25(27,28)20-13-17(18-5-6-29-24(14-18)31-9-7-30(16-32)8-10-31)1-4-23(20)35-19-2-3-21-22(15-19)34-12-11-33-21/h1-6,13-16H,7-12H2
  • InChiKey: 
    HBXVNIDHYGUGIY-UHFFFAOYSA-N

External links


44391976
CHEMBL180283
23248060

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. 18n

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.45 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 501.13 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 4.71
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 18n ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.45
Ta Structure Name Drugbank ID
0.6294 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.5171 Bitopertin DB12426
0.4974 Netupitant DB09048
0.4891 ORM-13070 C-11 DB15324
0.4835 3-[3-(4-methylpiperazin-1-yl)-7-(trifluoromethyl)quinoxalin-5-yl]phenol DB07969
0.4796 Lecozotan DB12540
0.4593 Fosnetupitant DB14019
0.4367 Mepyramine DB06691
0.4350 1-[2-HYDROXY-3-(4-CYCLOHEXYL-PHENOXY)-PROPYL]-4-(2-PYRIDYL)-PIPERAZINE DB08543
0.4183 Blonanserin DB09223
0.4103 Atevirdine DB12264
0.4086 4-{2-[4-(2-Aminoethyl)Piperazin-1-Yl]Pyridin-4-Yl}-N-(3-Chloro-4-Methylphenyl)Pyrimidin-2-Amine DB03916
0.4050 TT-301 DB12899
0.4039 E-6005 DB12776
0.3930 Doxazosin DB00590