iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 280

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1cc(ccn1)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]pyridine-4-carboxylic acid
  • InChi: 
    InChI=1S/C26H19Cl2N5O4/c1-31-25(37)33(20-10-18(27)9-19(28)11-20)24(36)26(31)14-32(22-8-17(23(34)35)6-7-30-22)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: 
    AVVRVUNGRRWPNF-HFZDXXHNSA-N

External links


46220746
CHEMBL1094115
24668191

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. 2j

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 8.44 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 2.76
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 2j ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 8.44
Ta Structure Name Drugbank ID
0.5796 Degarelix DB06699
0.5450 ALK-4290 DB15269
0.5020 Ivosidenib DB14568
0.4895 Olcegepant DB04869
0.4884 BMS-564929 DB07286
0.4879 GI-181771X DB12309
0.4857 SB-705498 DB11883
0.4821 Telinavir DB12178
0.4768 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4732 Bremelanotide DB11653
0.4701 Alatrofloxacin DB09335
0.4682 Ubrogepant DB15328
0.4661 CP-320626 DB03383
0.4640 Acyline DB11906
0.4597 Bombesin DB11724