iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1544

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1ccc(C(O)=O)c(C)n1)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]-2-methylpyridine-3-carboxylic acid
  • InChi: 
    InChI=1S/C27H21Cl2N5O4/c1-15-21(24(35)36)7-8-23(31-15)33-13-22(17-5-3-16(12-30)4-6-17)27(14-33)25(37)34(26(38)32(27)2)20-10-18(28)9-19(29)11-20/h3-11,22H,13-14H2,1-2H3,(H,35,36)/t22-,27+/m0/s1
  • InChiKey: 
    RGINYBTXUVTPLK-WXVAWEFUSA-N

External links


46220962
CHEMBL1098761
24677959

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. 2n

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.92 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 549.10 g/mol
HBA 9
HBD 1
HBA + HBD 10
AlogP 2.42
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 2n ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.92
Ta Structure Name Drugbank ID
0.5787 Degarelix DB06699
0.5388 ALK-4290 DB15269
0.5023 SB-705498 DB11883
0.4982 Ubrogepant DB15328
0.4961 Alatrofloxacin DB09335
0.4850 Telinavir DB12178
0.4800 Olcegepant DB04869
0.4766 MK-3207 DB12424
0.4734 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4728 LTX-109 DB12711
0.4699 Ivosidenib DB14568
0.4675 Acyline DB11906
0.4649 BMS-564929 DB07286
0.4632 CP-320626 DB03383
0.4588 Bremelanotide DB11653