iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 413

Identifiers

  • Canonical SMILES: 
    Clc1cc(Cl)cc(c1)C1=C(C#N)[C@]2(Cc3ccc(cc3)C#N)CCCN2C1=O
  • IUPAC name: 
    8-[(4-cyanophenyl)methyl]-2-(3,5-dichlorophenyl)-3-oxo-6,7-dihydro-5H-pyrrolizine-1-carbonitrile
  • InChi: 
    InChI=1S/C22H15Cl2N3O/c23-17-8-16(9-18(24)10-17)20-19(13-26)22(6-1-7-27(22)21(20)28)11-14-2-4-15(12-25)5-3-14/h2-5,8-10H,1,6-7,11H2/t22-/m1/s1
  • InChiKey: 
    TZCXQSNBTXDAJG-JOCHJYFZSA-N

External links


44432170
CHEMBL232745
23294391
2O7

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. 9

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.40 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 407.06 g/mol
HBA 4
HBD 0
HBA + HBD 4
AlogP 4.59
TPSA 67.89
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 9 ITAL
P20701
Cellular assay hsb-2 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.40
Ta Structure Name Drugbank ID
1.0000 7A-[(4-cyanophenyl)methyl]-6-(3,5-dichlorophenyl)-5-oxo-2,3,5,7A-tetrahydro-1H-pyrrolo[1,2-A]pyrrole-7-carbonitrile DB06972
0.5000 Arylacenamide DB05792
0.4777 Imrecoxib DB12354
0.4452 Pyrrobutamine DB13846
0.4444 (1S)-1-CYCLOPROPYL-2-[(2S)-4-(2,5-DIFLUOROPHENYL)-2-PHENYL-2,5-DIHYDRO-1H-PYRROL-1-YL]-2-OXOETHANAMINE DB08244
0.4375 Cyclotheonamide A DB04269
0.4362 ACT-451840 DB13054
0.4303 SR 140333 DB05790
0.4080 TU-100 DB12467
0.4072 Setiptiline DB09304
0.4036 Osanetant DB04872
0.4025 Xaliproden DB06393
0.4024 Paliroden DB05454
0.4021 3-(1H-indol-3-yl)-4-(1-{2-[(2S)-1-methylpyrrolidinyl]ethyl}-1H-indol-3-yl)-1H-pyrrole-2,5-dione DB07456
0.4021 3-(1H-indol-3-yl)-4-{1-[2-(1-methylpyrrolidin-2-yl)ethyl]-1H-indol-3-yl}-1H-pyrrole-2,5-dione DB07458