iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1372

Identifiers

  • Canonical SMILES: 
    Clc1cc(Cl)cc(c1)N1C(=O)[C@@H]2C[C@@H](CN2C1=O)OCc1ccc(cc1)C#N
  • InChi: 
    InChI=1S/C20H15Cl2N3O3/c21-14-5-15(22)7-16(6-14)25-19(26)18-8-17(10-24(18)20(25)27)28-11-13-3-1-12(9-23)2-4-13/h1-7,17-18H,8,10-11H2/t17-,18-/m0/s1
  • InChiKey: 
    QONLKJZOZHCOBB-ROUUACIJSA-N

External links


12096651

External search

Bibliography (1)

Publication Name
Potin D, Launay M, Nicolai E, Fabreguette M, Malabre P, Caussade F, Besse D, Skala S, Stetsko DK, Todderud G, Beno BR, Cheney DL, Chang CJ, Sheriff S, Hollenbaugh DL, Barrish JC, Iwanowicz EJ, Suchard SJ, Dhar TG. . De novo design, synthesis, and in vitro activity of LFA-1 antagonists based on a bicyclic[5.5]hydantoin scaffold. Bioorganic & medicinal chemistry letters. 8

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 6.57 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 415.05 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 3.56
TPSA 73.64
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
15686933 8 ITAL
P20701
Cellular assay hsb-2 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 6.57
Ta Structure Name Drugbank ID
0.7059 BMS-564929 DB07286
0.6708 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE DB08087
0.6193 Eribaxaban DB06920
0.5361 Morpholine-4-Carboxylic Acid [1s-(2-Benzyloxy-1r-Cyano-Ethylcarbamoyl)-3-Methyl-Butyl]Amide DB03767
0.5205 N-[(1S)-2-{[(1R)-2-(benzyloxy)-1-cyano-1-methylethyl]amino}-1-(cyclohexylmethyl)-2-oxoethyl]morpholine-4-carboxamide DB08755
0.5174 METHYL 4-{[({[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHYL}AMINO)CARBONYL]AMINO}BENZOATE DB07328
0.4943 BENZYL N-({(2S,3S)-3-[(PROPYLAMINO)CARBONYL]OXIRAN-2-YL}CARBONYL)-L-ISOLEUCYL-L-PROLINATE DB07219
0.4842 Reversin 121 DB14072
0.4722 N,N-[2,5-O-[Dibenzyl]-glucaryl]-DI-[isoleucyl-amido-methane] DB03908
0.4722 (2S)-4-METHYL-2-(3-PHENYLTHIOUREIDO)-N-((3S)-TETRAHYDRO-2-HYDROXY-3-FURANYL)PENTANAMIDE DB07627
0.4696 Imidapril DB11783
0.4638 N,N-[2,5-O-dibenzyl-glucaryl]-DI-[valinyl-aminomethanyl-pyridine] DB03803
0.4598 Degarelix DB06699
0.4573 VTP-27999 DB12416
0.4564 Benazepril DB00542