iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2296

Identifiers

  • Canonical SMILES: 
    CCC(N1[C@@H]([C@H](C[C@](C)(CC(O)=O)C1=O)c1cccc(Cl)c1)c1ccc(Cl)cc1)c1cc(C)ccn1
  • IUPAC name: 
    2-[(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-[1-(4-methylpyridin-2-yl)propyl]-2-oxopiperidin-3-yl]acetic acid
  • InChi: 
    InChI=1S/C29H30Cl2N2O3/c1-4-25(24-14-18(2)12-13-32-24)33-27(19-8-10-21(30)11-9-19)23(20-6-5-7-22(31)15-20)16-29(3,28(33)36)17-26(34)35/h5-15,23,25,27H,4,16-17H2,1-3H3,(H,34,35)/t23-,25?,27-,29-/m1/s1
  • InChiKey: 
    XXXAJZYALKYVBF-RDKBUKGGSA-N

External links


168317761

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. 18

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.22 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 524.16 g/mol
HBA 5
HBD 1
HBA + HBD 6
AlogP 6.00
TPSA 73.33
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 18 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.22
10.1021/ml500142b 18 MDM2
Q00987 		P53
P04637 		Cellular assay EdU Cell Proliferation Assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 6.05
Ta Structure Name Drugbank ID
0.6163 AMG-232 DB15299
0.5902 Yohimbine DB01392
0.5730 Saquinavir DB01232
0.5638 ABC-294640 DB12764
0.5622 (7as,12ar,12bs)-1,2,3,4,7a,12,12a,12b-Octahydroindolo[2,3-a]Quinolizin-7(6h)-One DB02191
0.5604 CP-320626 DB03383
0.5545 Metoserpate DB11530
0.5500 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.5350 Osanetant DB04872
0.5288 Telinavir DB12178
0.5206 (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid DB07189
0.5187 (4R)-7,8-dichloro-1',9-dimethyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile DB07242
0.5171 3-{6-[(8-HYDROXY-QUINOLINE-2-CARBONYL)-AMINO]-2-THIOPHEN-2-YL-HEXANOYLAMINO}-4-OXO-BUTYRI ACID DB07916
0.5106 Implitapide DB04852
0.5096 (4R)-7-chloro-9-methyl-1-oxo-1,2,4,9-tetrahydrospiro[beta-carboline-3,4'-piperidine]-4-carbonitrile DB08166