iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2282

Identifiers

  • Canonical SMILES: 
    CCC(N1[C@@H]([C@H](C[C@](C)(CC(O)=O)C1=O)c1cccc(Cl)c1)c1ccc(Cl)cc1)c1cnco1
  • IUPAC name: 
    2-[(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-[1-(1,3-oxazol-5-yl)propyl]-2-oxopiperidin-3-yl]acetic acid
  • InChi: 
    InChI=1S/C26H26Cl2N2O4/c1-3-21(22-14-29-15-34-22)30-24(16-7-9-18(27)10-8-16)20(17-5-4-6-19(28)11-17)12-26(2,25(30)33)13-23(31)32/h4-11,14-15,20-21,24H,3,12-13H2,1-2H3,(H,31,32)/t20-,21?,24-,26-/m1/s1
  • InChiKey: 
    PJXXNGIVMUTKHE-XAQHNUDOSA-N

External links


168317838

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. 4

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.10 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 500.13 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 5.33
TPSA 86.47
RB 7
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 4 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.10
10.1021/ml500142b 4 MDM2
Q00987 		P53
P04637 		Cellular assay EdU Cell Proliferation Assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 6.08
Ta Structure Name Drugbank ID
0.6034 AMG-232 DB15299
0.5220 Osanetant DB04872
0.4812 Saredutant DB06660
0.4737 Dexetimide DB08997
0.4717 ABC-294640 DB12764
0.4605 Sacubitrilat DB14127
0.4563 LY231514 tetra glu DB02223
0.4529 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4521 5-METHYL-3-(9-OXO-1,8-DIAZA-TRICYCLO[10.6.1.013,18]NONADECA-12(19),13,15,17-TETRAEN-10-YLCARBAMOYL)-HEXANOIC ACID DB08493
0.4497 [4-(3-AMINOMETHYL-PHENYL)-PIPERIDIN-1-YL]-(5-PHENETHYL- PYRIDIN-3-YL)-METHANONE DB04764
0.4478 Bradanicline DB06090
0.4477 (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
0.4459 (1S,2S,5S)2-(4-GLUTARIDYLBENZYL)-5-PHENYL-1-CYCLOHEXANOL DB07909
0.4455 Pemetrexed DB00642
0.4439 (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid DB07189