iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2299

Identifiers

  • Canonical SMILES: 
    C[C@]1(CC(O)=O)C[C@@H]([C@H](N(C1=O)c1ccccc1)c1ccc(Cl)cc1)c1cccc(Cl)c1
  • IUPAC name: 
    2-[(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxo-1-phenylpiperidin-3-yl]acetic acid
  • InChi: 
    InChI=1S/C26H23Cl2NO3/c1-26(16-23(30)31)15-22(18-6-5-7-20(28)14-18)24(17-10-12-19(27)13-11-17)29(25(26)32)21-8-3-2-4-9-21/h2-14,22,24H,15-16H2,1H3,(H,30,31)/t22-,24-,26-/m1/s1
  • InChiKey: 
    QWXGVOTXWSFORI-QIGHUWCUSA-N

External links


118712501
CHEMBL3329619

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. 21

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.40 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 467.11 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 6.46
TPSA 60.44
RB 5
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
10.1021/ml500142b 21 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.40
Ta Structure Name Drugbank ID
0.6908 AMG-232 DB15299
0.5942 Osanetant DB04872
0.5940 4-Phenylfentanyl DB09168
0.5909 Ezetimibe DB00973
0.5875 Tolvaptan DB06212
0.5738 SAR-405838 DB12541
0.5570 OPC-51803 DB05838
0.5538 Dexetimide DB08997
0.5474 ABC-294640 DB12764
0.5468 Saredutant DB06660
0.5407 N-(PARA-GLUTARAMIDOPHENYL-ETHYL)-PIPERIDINIUM-N-OXIDE DB08289
0.5375 Ombitasvir DB09296
0.5302 4-bromo-2-{[(2R)-2-(2-chlorobenzyl)pyrrolidin-1-yl]carbonyl}aniline DB08580
0.5245 OPC-28326 DB05461
0.5185 Lorcainide DB13653