iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 760

Identifiers

  • Canonical SMILES: 
    CC1=C(C(=O)N2CCC[C@@]12Cc1ccc(cc1)C#N)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    4-[[6-(3,5-dichlorophenyl)-7-methyl-5-oxo-2,3-dihydro-1H-pyrrolizin-8-yl]methyl]benzonitrile
  • InChi: 
    InChI=1S/C22H18Cl2N2O/c1-14-20(17-9-18(23)11-19(24)10-17)21(27)26-8-2-7-22(14,26)12-15-3-5-16(13-25)6-4-15/h3-6,9-11H,2,7-8,12H2,1H3/t22-/m1/s1
  • InChiKey: 
    MTEXZSBIZOFGHW-JOCHJYFZSA-N

External links


44432171
CHEMBL391677
23294392

External search

Bibliography (1)

Publication Name
Dodd DS, Sheriff S, Chang CJ, Stetsko DK, Phillips LM, Zhang Y, Launay M, Potin D, Vaccaro W, Poss MA, McKinnon M, Barrish JC, Suchard SJ, Murali Dhar TG. . Design of LFA-1 antagonists based on a 2,3-dihydro-1H-pyrrolizin-5(7aH)-one scaffold. Bioorganic & medicinal chemistry letters. 10

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.18 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 396.08 g/mol
HBA 3
HBD 0
HBA + HBD 3
AlogP 5.18
TPSA 44.10
RB 3
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
17291752 10 ITAL
P20701
Cellular assay hsb-2 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.18
Ta Structure Name Drugbank ID
0.9051 7A-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7A-tetrahydro-1H-pyrrolo[1,2-A]pyrrole-7-carbonitrile DB06972
0.5496 Arylacenamide DB05792
0.5208 Imrecoxib DB12354
0.4887 Pyrrobutamine DB13846
0.4702 (1S)-1-CYCLOPROPYL-2-[(2S)-4-(2,5-DIFLUOROPHENYL)-2-PHENYL-2,5-DIHYDRO-1H-PYRROL-1-YL]-2-OXOETHANAMINE DB08244
0.4611 Cyclotheonamide A DB04269
0.4602 ACT-451840 DB13054
0.4480 SR 140333 DB05790
0.4384 Xaliproden DB06393
0.4380 N-Caffeoyltyramine DB08754
0.4371 Paliroden DB05454
0.4323 Setiptiline DB09304
0.4318 Prifinium DB13254
0.4309 3-(1H-indol-3-yl)-4-(1-{2-[(2S)-1-methylpyrrolidinyl]ethyl}-1H-indol-3-yl)-1H-pyrrole-2,5-dione DB07456
0.4309 3-(1H-indol-3-yl)-4-{1-[2-(1-methylpyrrolidin-2-yl)ethyl]-1H-indol-3-yl}-1H-pyrrole-2,5-dione DB07458