iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1215

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1ccc(cc1)C#N)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    4-[(5S,9R)-7-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]nonan-9-yl]benzonitrile
  • InChi: 
    InChI=1S/C27H19Cl2N5O2/c1-32-26(36)34(23-11-20(28)10-21(29)12-23)25(35)27(32)16-33(22-8-4-18(14-31)5-9-22)15-24(27)19-6-2-17(13-30)3-7-19/h2-12,24H,15-16H2,1H3/t24-,27+/m0/s1
  • InChiKey: 
    PJQSUTYJMHQWEE-RPLLCQBOSA-N

External links


46224086
CHEMBL1096040
24673182

External search

Bibliography (1)

Publication Name
Watterson SH, Xiao Z, Dodd DS, Tortolani DR, Vaccaro W, Potin D, Launay M, Stetsko DK, Skala S, Davis PM, Lee D, Yang X, McIntyre KW, Balimane P, Patel K, Yang Z, Marathe P, Kadiyala P, Tebben AJ, Sheriff S, Chang CY, Ziemba T, Zhang H, Chen BC, DelMonte AJ, Aranibar N, McKinnon M, Barrish JC, Suchard SJ, Murali Dhar TG. . Small molecule antagonist of leukocyte function associated antigen-1 (LFA-1): structure-activity relationships leading to the identification of 6-((5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]nonan-7-yl)nicotinic acid (BMS-688521). Journal of medicinal chemistry. 2c

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.22 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 515.09 g/mol
HBA 7
HBD 0
HBA + HBD 7
AlogP 5.27
TPSA 91.44
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 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20405922 2c ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.22
Ta Structure Name Drugbank ID
0.6142 Degarelix DB06699
0.5876 BMS-564929 DB07286
0.5569 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE DB08087
0.5491 Mosapramine DB13676
0.5305 Fluspirilene DB04842
0.5168 Olcegepant DB04869
0.5122 SAR-405838 DB12541
0.5119 HONH-BENZYLMALONYL-L-ALANYLGLYCINE-P-NITROANILIDE DB07434
0.4949 Telinavir DB12178
0.4947 GLPG-0492 DB12461
0.4913 Bentiromide DB00522
0.4894 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4857 Macimorelin DB13074
0.4857 Chymostatin DB01683
0.4844 CP-320626 DB03383