iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 302

Identifiers

  • Canonical SMILES: 
    CC(C)c1ccccc1Sc1ccc([C@@H]2C[C@H]2C(=O)NCCCN2CCCC2=O)c(Cl)c1Cl
  • IUPAC name: 
    2-[2,3-dichloro-4-(2-propan-2-ylphenyl)sulfanylphenyl]-N-[3-(2-oxopyrrolidin-1-yl)propyl]cyclopropane-1-carboxamide
  • InChi: 
    InChI=1S/C26H30Cl2N2O2S/c1-16(2)17-7-3-4-8-21(17)33-22-11-10-18(24(27)25(22)28)19-15-20(19)26(32)29-12-6-14-30-13-5-9-23(30)31/h3-4,7-8,10-11,16,19-20H,5-6,9,12-15H2,1-2H3,(H,29,32)/t19-,20+/m0/s1
  • InChiKey: 
    WCVPXAWSKHNQTH-VQTJNVASSA-N

External links


168318239
8068050

External search

Bibliography (1)

Publication Name
Link JT, Sorensen B, Liu G, Pei Z, Reilly EB, Leitza S, Okasinski G. . Discovery and SAR of diarylsulfide cyclopropylamide LFA-1/ICAM-1 interaction antagonists. Bioorganic & medicinal chemistry letters. 12ab

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 8.15 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 504.14 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 5.57
TPSA 49.41
RB 9
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
11327603 12ab ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 8.15
Ta Structure Name Drugbank ID
0.5398 Tedatioxetine DB12641
0.5000 N-({(2S)-1-[(3R)-3-amino-4-(3-chlorophenyl)butanoyl]pyrrolidin-2-yl}methyl)-3-(methylsulfonyl)benzamide DB08429
0.4928 Osanetant DB04872
0.4921 Metixene DB00340
0.4779 Saredutant DB06660
0.4676 AZD-5672 DB11804
0.4653 (3ASR,4RS,8ASR,8BRS)-4-(2-(4-FLUOROBENZYL)-1,3-DIOXODEACAHYDROPYRROLO[3,4-A] PYRROLIZIN-4-YL)BENZAMIDINE DB07796
0.4622 Amitifadine DB05964
0.4621 GSK-424887 DB12219
0.4500 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.4453 ABC-294640 DB12764
0.4436 Mitiglinide DB01252
0.4400 4-(1R,3AS,4R,8AS,8BR)-[1-DIFLUOROMETHYL-2-(4-FLUOROBENZYL)-3-OXODECAHYDROPYRROLO[3,4-A]PYRROLIZIN-4-YL]BENZAMIDINE DB07741
0.4345 3-AMINO-3-BENZYL-9-CARBOXAMIDE[4.3.0]BICYCLO-1,6-DIAZANONAN-2-ONE DB07461
0.4318 Kelatorphan DB08040