iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2280

Identifiers

  • Canonical SMILES: 
    CCC(C(C)OC)N1[C@@H]([C@H](C[C@](C)(CC(O)=O)C1=O)c1cccc(Cl)c1)c1ccc(Cl)cc1
  • IUPAC name: 
    2-[(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-(2-methoxypentan-3-yl)-3-methyl-2-oxopiperidin-3-yl]acetic acid
  • InChi: 
    InChI=1S/C26H31Cl2NO4/c1-5-22(16(2)33-4)29-24(17-9-11-19(27)12-10-17)21(18-7-6-8-20(28)13-18)14-26(3,25(29)32)15-23(30)31/h6-13,16,21-22,24H,5,14-15H2,1-4H3,(H,30,31)/t16?,21-,22?,24-,26-/m1/s1
  • InChiKey: 
    RJULIFZYUVRMFB-MRZXJGQFSA-N

External links


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External search

Bibliography (1)

Publication Name
Yu Ming, Wang Yingcai, Zhu Jiang, Bartberger Michael D., Canon Jude, Chen Ada, Chow David, Eksterowicz John, Fox Brian, Fu Jiasheng, Gribble Michael, Huang Xin, Li Zhihong, Liu Jiwen (Jim), Lo Mei-chu, McMinn Dustin, Oliner Jonathan D., Osgood Tao, Rew Yosup, Saiki Anne Y., Shaffer Paul, Yan Xuelei, Ye Qiuping, Yu Dongyin, Zhao Xiaoning, Zhou Jing, Olson Steven H., Medina Julio C., Sun Daqing. . Discovery of Potent and Simplified Piperidinone-Based Inhibitors of the MDM2–p53 Interaction ACS Medicinal Chemistry Letters. 2

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.70 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 491.16 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 6.11
TPSA 69.67
RB 8
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 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/ml500142b 2 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.70
10.1021/ml500142b 2 MDM2
Q00987 		P53
P04637 		Cellular assay EdU Cell Proliferation Assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 6.84
Ta Structure Name Drugbank ID
0.7172 AMG-232 DB15299
0.6308 Osanetant DB04872
0.6212 Skf 107457 DB04191
0.5985 (2R,3R,4R,5R)-3,4-Dihydroxy-N,N'-bis[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]-2,5-bis(2-phenylethyl)hexanediamide DB02704
0.5902 Dexetimide DB08997
0.5802 Saredutant DB06660
0.5704 methyl 4-bromo-N-[8-(hydroxyamino)-8-oxooctanoyl]-L-phenylalaninate DB08505
0.5610 Sacubitrilat DB14127
0.5574 Nateglinide DB00731
0.5547 Sacubitril DB09292
0.5496 Aspartame DB00168
0.5442 RB106 DB02669
0.5419 Quinapril DB00881
0.5391 (1S,2S,5S)2-(4-GLUTARIDYLBENZYL)-5-PHENYL-1-CYCLOHEXANOL DB07909
0.5378 6-phenyl-4(R)-(7-phenyl-heptanoylamino)-hexanoic acid DB03471