iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1355

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1ccc(nn1)C(O)=O)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    6-[(5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]nonan-7-yl]pyridazine-3-carboxylic acid
  • InChi: 
    InChI=1S/C25H18Cl2N6O4/c1-31-24(37)33(18-9-16(26)8-17(27)10-18)23(36)25(31)13-32(21-7-6-20(22(34)35)29-30-21)12-19(25)15-4-2-14(11-28)3-5-15/h2-10,19H,12-13H2,1H3,(H,34,35)/t19-,25+/m0/s1
  • InChiKey: 
    FUVZQLIZJXPMIS-UQBPGWFLSA-N

External links


46220745
CHEMBL1096053
24679906

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. 2i

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.89 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 536.08 g/mol
HBA 10
HBD 1
HBA + HBD 11
AlogP 3.86
TPSA 130.73
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 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20405922 2i ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.89
Ta Structure Name Drugbank ID
0.5205 Degarelix DB06699
0.4779 BMS-564929 DB07286
0.4624 Olcegepant DB04869
0.4601 Bentiromide DB00522
0.4514 Idasanutlin DB12325
0.4478 N-(5-{[(2S)-4-amino-2-(3-chlorophenyl)butanoyl]amino}-1H-indazol-3-yl)benzamide DB07608
0.4416 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4357 Telinavir DB12178
0.4348 SAR-405838 DB12541
0.4330 Mosapramine DB13676
0.4322 CP-320626 DB03383
0.4319 Triptorelin DB06825
0.4319 (20S)-19,20,21,22-TETRAHYDRO-19-OXO-5H-18,20-ETHANO-12,14-ETHENO-6,10-METHENO-18H-BENZ[D]IMIDAZO[4,3-K][1,6,9,12]OXATRIAZA-CYCLOOCTADECOSINE-9-CARBONITRILE DB08674
0.4319 Deslorelin DB11510
0.4319 Leuprolide DB00007