iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 282

Identifiers

  • Canonical SMILES: 
    CN1C(=O)N(C(=O)[C@]11CN(C[C@H]1c1ccc(cc1)C#N)c1nc2cccc(C(O)=O)c2o1)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-benzoxazole-7-carboxylic acid
  • InChi: 
    InChI=1S/C28H19Cl2N5O5/c1-33-27(39)35(19-10-17(29)9-18(30)11-19)25(38)28(33)14-34(13-21(28)16-7-5-15(12-31)6-8-16)26-32-22-4-2-3-20(24(36)37)23(22)40-26/h2-11,21H,13-14H2,1H3,(H,36,37)/t21-,28+/m0/s1
  • InChiKey: 
    LDBCJZLJJWTVHF-RBTNQOKQSA-N

External links


46221189
CHEMBL1095138
24669561

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. 2r

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 8.32 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 575.08 g/mol
HBA 10
HBD 1
HBA + HBD 11
AlogP 5.11
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 2r ITAL
P20701
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 8.32
Ta Structure Name Drugbank ID
0.5091 Suvorexant DB09034
0.4798 Degarelix DB06699
0.4685 N~2~-1,3-BENZOXAZOL-2-YL-3-CYCLOHEXYL-N-{2-[(4-METHOXYPHENYL)AMINO]ETHYL}-L-ALANINAMIDE DB07839
0.4286 ALK-4290 DB15269
0.4280 BMS-564929 DB07286
0.4228 Ivosidenib DB14568
0.4198 Alatrofloxacin DB09335
0.4161 Ubrogepant DB15328
0.4161 Bremelanotide DB11653
0.4154 LTX-109 DB12711
0.4142 Telinavir DB12178
0.4140 Olcegepant DB04869
0.4070 Triptorelin DB06825
0.4070 Deslorelin DB11510
0.4070 Leuprolide DB00007