iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1078

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1ncc(cn1)C(O)=O)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    2-[(5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]nonan-7-yl]pyrimidine-5-carboxylic acid
  • InChi: 
    InChI=1S/C25H18Cl2N6O4/c1-31-24(37)33(19-7-17(26)6-18(27)8-19)22(36)25(31)13-32(23-29-10-16(11-30-23)21(34)35)12-20(25)15-4-2-14(9-28)3-5-15/h2-8,10-11,20H,12-13H2,1H3,(H,34,35)/t20-,25+/m0/s1
  • InChiKey: 
    BOERNFAHPQKHIM-NBGIEHNGSA-N

External links


46220742
CHEMBL1097733
24673381

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. 2g

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 536.08 g/mol
HBA 10
HBD 1
HBA + HBD 11
AlogP 3.83
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 2g ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.96
Ta Structure Name Drugbank ID
0.5650 Degarelix DB06699
0.4928 BMS-564929 DB07286
0.4808 Olcegepant DB04869
0.4772 Chymostatin DB01683
0.4727 Telinavir DB12178
0.4708 Angiotensinamide DB13517
0.4706 Bremelanotide DB11653
0.4706 GI-181771X DB12309
0.4698 SAR-405838 DB12541
0.4661 (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
0.4657 Mosapramine DB13676
0.4643 Ivosidenib DB14568
0.4629 ALK-4290 DB15269
0.4623 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE DB08087
0.4623 L-778123 DB07227