iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2281

Identifiers

  • Canonical SMILES: 
    CCC(C1CCCO1)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)-3-methyl-2-oxo-1-[1-(oxolan-2-yl)propyl]piperidin-3-yl]acetic acid
  • InChi: 
    InChI=1S/C27H31Cl2NO4/c1-3-22(23-8-5-13-34-23)30-25(17-9-11-19(28)12-10-17)21(18-6-4-7-20(29)14-18)15-27(2,26(30)33)16-24(31)32/h4,6-7,9-12,14,21-23,25H,3,5,8,13,15-16H2,1-2H3,(H,31,32)/t21-,22?,23?,25-,27-/m1/s1
  • InChiKey: 
    WWKWPSAIEAMHPQ-PWGYGSINSA-N

External links


153267395

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. 3

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 9.00 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 503.16 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 6.16
TPSA 69.67
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 3 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 9.00
10.1021/ml500142b 3 MDM2
Q00987 		P53
P04637 		Cellular assay EdU Cell Proliferation Assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 6.91
Ta Structure Name Drugbank ID
0.6797 AMG-232 DB15299
0.5942 Osanetant DB04872
0.5857 Skf 107457 DB04191
0.5655 (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
0.5633 Quinapril DB00881
0.5621 Tosedostat DB11781
0.5594 Ramipril DB00178
0.5594 Trandolapril DB00519
0.5564 Sacubitril DB09292
0.5538 Dexetimide DB08997
0.5468 Saredutant DB06660
0.5449 Naronapride DB05542
0.5385 methyl 4-bromo-N-[8-(hydroxyamino)-8-oxooctanoyl]-L-phenylalaninate DB08505
0.5379 Spiradoline DB12704
0.5333 Rolapitant DB09291