iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1254

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1ccnc(c1)C(O)=O)c1cc(Cl)cc(Cl)c1
  • IUPAC name: 
    4-[(5S,9R)-9-(4-cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]nonan-7-yl]pyridine-2-carboxylic acid
  • InChi: 
    InChI=1S/C26H19Cl2N5O4/c1-31-25(37)33(20-9-17(27)8-18(28)10-20)24(36)26(31)14-32(19-6-7-30-22(11-19)23(34)35)13-21(26)16-4-2-15(12-29)3-5-16/h2-11,21H,13-14H2,1H3,(H,34,35)/t21-,26+/m0/s1
  • InChiKey: 
    LWDQQCGEJJMUKY-HFZDXXHNSA-N

External links


46220747
CHEMBL1094116
24678654

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. 2k

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.25 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 535.08 g/mol
HBA 9
HBD 1
HBA + HBD 10
AlogP 2.56
TPSA 117.84
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 2k ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.25
Ta Structure Name Drugbank ID
0.6027 Degarelix DB06699
0.5305 Telinavir DB12178
0.5284 Olcegepant DB04869
0.5194 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.5100 GI-181771X DB12309
0.5096 BMS-564929 DB07286
0.5071 CP-320626 DB03383
0.4977 Saquinavir DB01232
0.4852 Bremelanotide DB11653
0.4847 Bentiromide DB00522
0.4842 N1-(1-Dimethylcarbamoyl-2-Phenyl-Ethyl)-2-Oxo-N4-(2-Pyridin-2-Yl-Ethyl)-Succinamide DB02140
0.4837 Acyline DB11906
0.4828 Mosapramine DB13676
0.4821 LTX-109 DB12711
0.4728 [PHENYLALANINYL-PROLINYL]-[2-(PYRIDIN-4-YLAMINO)-ETHYL]-AMINE DB08422