iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 77

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1ccccn1)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    4-[3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-7-pyridin-2-yl-1,3,7-triazaspiro[4.4]nonan-9-yl]benzonitrile
  • InChi: 
    InChI=1S/C25H19Cl2N5O2/c1-30-24(34)32(20-11-18(26)10-19(27)12-20)23(33)25(30)15-31(22-4-2-3-9-29-22)14-21(25)17-7-5-16(13-28)6-8-17/h2-12,21H,14-15H2,1H3/t21-,25+/m0/s1
  • InChiKey: 
    OERBTZBYLXYWQC-SQJMNOBHSA-N

External links


46224084
CHEMBL1097384
24679707

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. 2a

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.96 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 491.09 g/mol
HBA 7
HBD 0
HBA + HBD 7
AlogP 4.80
TPSA 80.54
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 2a ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.96
Ta Structure Name Drugbank ID
0.5991 Degarelix DB06699
0.5225 Olcegepant DB04869
0.5176 BMS-564929 DB07286
0.5077 SB-705498 DB11883
0.5046 ALK-4290 DB15269
0.4958 Ivosidenib DB14568
0.4952 Telinavir DB12178
0.4897 Mosapramine DB13676
0.4843 Eribaxaban DB06920
0.4835 N1-(1-Dimethylcarbamoyl-2-Phenyl-Ethyl)-2-Oxo-N4-(2-Pyridin-2-Yl-Ethyl)-Succinamide DB02140
0.4828 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4790 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE DB08087
0.4783 CP-320626 DB03383
0.4783 Fluspirilene DB04842
0.4777 SAR-405838 DB12541