iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 933

Identifiers

  • Canonical SMILES: 
    COC1=C(C(=O)N2CCC[C@@]12Cc1ccc(cc1)C#N)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    4-[[6-(3,5-dichlorophenyl)-7-methoxy-5-oxo-2,3-dihydro-1H-pyrrolizin-8-yl]methyl]benzonitrile
  • InChi: 
    InChI=1S/C22H18Cl2N2O2/c1-28-20-19(16-9-17(23)11-18(24)10-16)21(27)26-8-2-7-22(20,26)12-14-3-5-15(13-25)6-4-14/h3-6,9-11H,2,7-8,12H2,1H3/t22-/m1/s1
  • InChiKey: 
    JGDRFWBGECPKHM-JOCHJYFZSA-N

External links


44432169
CHEMBL232555
23294390

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. 7

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.37 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 412.07 g/mol
HBA 4
HBD 0
HBA + HBD 4
AlogP 4.37
TPSA 53.33
RB 4
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 7 ITAL
P20701
Cellular assay hsb-2 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.37
Ta Structure Name Drugbank ID
0.7209 7A-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7A-tetrahydro-1H-pyrrolo[1,2-A]pyrrole-7-carbonitrile DB06972
0.4388 Rocacetrapib DB15437
0.4337 Arylacenamide DB05792
0.4190 Imrecoxib DB12354
0.4100 (1S)-1-CYCLOPROPYL-2-[(2S)-4-(2,5-DIFLUOROPHENYL)-2-PHENYL-2,5-DIHYDRO-1H-PYRROL-1-YL]-2-OXOETHANAMINE DB08244
0.4098 Spiradoline DB12704
0.4057 Cyclotheonamide A DB04269
0.4044 Skf 107457 DB04191
0.4038 ACT-451840 DB13054
0.4011 methyl 4-bromo-N-[8-(hydroxyamino)-8-oxooctanoyl]-L-phenylalaninate DB08505
0.4000 Paliroden DB05454
0.4000 [4-R-(4-ALPHA,6-BETA,7-BETA]-HEXAHYDRO-5,6-DI(HYDROXY)-1,3-DI(ALLYL)-4,7-BISPHENYLMETHYL)-2H-1,3-DIAZEPINONE DB06910
0.3946 SR 140333 DB05790
0.3936 Tilidine DB13787
0.3920 Xaliproden DB06393