iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1231

Identifiers

  • Canonical SMILES: 
    CCC1=C(C(=O)N2CCC[C@@]12Cc1ccc(Br)cc1)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    8-[(4-bromophenyl)methyl]-2-(3,5-dichlorophenyl)-1-ethyl-6,7-dihydro-5H-pyrrolizin-3-one
  • InChi: 
    InChI=1S/C22H20BrCl2NO/c1-2-19-20(15-10-17(24)12-18(25)11-15)21(27)26-9-3-8-22(19,26)13-14-4-6-16(23)7-5-14/h4-7,10-12H,2-3,8-9,13H2,1H3/t22-/m1/s1
  • InChiKey: 
    LUFQQKMSDLQXPL-JOCHJYFZSA-N

External links


44432172
CHEMBL232746
23294393

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. 15

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.97 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 463.01 g/mol
HBA 2
HBD 0
HBA + HBD 2
AlogP 6.53
TPSA 20.31
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 15 ITAL
P20701
Cellular assay hsb-2 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.97
Ta Structure Name Drugbank ID
0.8000 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
0.5103 Imrecoxib DB12354
0.4859 Cyclotheonamide A DB04269
0.4776 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
0.4593 N-Caffeoyltyramine DB08754
0.4480 SR 140333 DB05790
0.4430 4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline DB08580
0.4394 Glutethimide DB01437
0.4379 Osanetant DB04872
0.4326 Dexetimide DB08997
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
0.4299 Rocacetrapib DB15437