iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1149

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1nc(co1)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]-1,3-oxazole-4-carboxylic acid
  • InChi: 
    InChI=1S/C24H17Cl2N5O5/c1-29-23(35)31(17-7-15(25)6-16(26)8-17)21(34)24(29)12-30(22-28-19(11-36-22)20(32)33)10-18(24)14-4-2-13(9-27)3-5-14/h2-8,11,18H,10,12H2,1H3,(H,32,33)/t18-,24+/m0/s1
  • InChiKey: 
    KYEMYNPDGAAYFU-MHECFPHRSA-N

External links


46221188
CHEMBL1095137
24669731

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. 2q

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.24 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 525.06 g/mol
HBA 10
HBD 1
HBA + HBD 11
AlogP 4.09
TPSA 130.98
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 2q ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 7.24
Ta Structure Name Drugbank ID
0.4826 Degarelix DB06699
0.4398 BMS-564929 DB07286
0.4185 Olcegepant DB04869
0.4176 ALK-4290 DB15269
0.4152 Mosapramine DB13676
0.4134 Telinavir DB12178
0.4082 SAR-405838 DB12541
0.4052 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE DB08087
0.4052 Chymostatin DB01683
0.4051 Bremelanotide DB11653
0.4038 LTX-109 DB12711
0.4008 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.3979 Ivosidenib DB14568
0.3965 Fluspirilene DB04842
0.3958 GI-181771X DB12309