iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 47

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1cc(ncn1)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]pyrimidine-4-carboxylic acid
  • InChi: 
    InChI=1S/C25H18Cl2N6O4/c1-31-24(37)33(18-7-16(26)6-17(27)8-18)23(36)25(31)12-32(21-9-20(22(34)35)29-13-30-21)11-19(25)15-4-2-14(10-28)3-5-15/h2-9,13,19H,11-12H2,1H3,(H,34,35)/t19-,25+/m0/s1
  • InChiKey: 
    KNCARWQABJNUDQ-UQBPGWFLSA-N

External links


46220961
CHEMBL1098760
24671201

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. 2m

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 8.10 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 2.67
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 2m ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 8.10
Ta Structure Name Drugbank ID
0.5402 Ipatasertib DB11743
0.5294 Degarelix DB06699
0.4789 GI-181771X DB12309
0.4772 Otenabant DB11745
0.4753 Capivasertib DB12218
0.4664 BMS-564929 DB07286
0.4612 Telinavir DB12178
0.4600 Bremelanotide DB11653
0.4578 Olcegepant DB04869
0.4502 Chymostatin DB01683
0.4500 Modufolin DB12676
0.4473 Angiotensinamide DB13517
0.4472 SAR-405838 DB12541
0.4470 Mosapramine DB13676
0.4463 ALK-4290 DB15269