iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1793

Identifiers

  • Canonical SMILES: 
    CC[C@@H]([C@H](C)O)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-[(2S,3S)-2-hydroxypentan-3-yl]-3-methyl-2-oxopiperidin-3-yl]acetic acid
  • InChi: 
    InChI=1S/C25H29Cl2NO4/c1-4-21(15(2)29)28-23(16-8-10-18(26)11-9-16)20(17-6-5-7-19(27)12-17)13-25(3,24(28)32)14-22(30)31/h5-12,15,20-21,23,29H,4,13-14H2,1-3H3,(H,30,31)/t15-,20+,21-,23+,25+/m0/s1
  • InChiKey: 
    YUALYRLIFVPOHL-VPLUBSIMSA-N

External links


56965957
CHEMBL2059435
0R3

External search

Bibliography (2)

Publication Name
Rew Yosup, Sun Daqing, Gonzalez-Lopez De Turiso Felix, Bartberger Michael D., Beck Hilary P., Canon Jude, Chen Ada, Chow David, Deignan Jeffrey, Fox Brian M., Gustin Darin, Huang Xin, Jiang Min, Jiao Xianyun, Jin Lixia, Kayser Frank, Kopecky David J., Li Yihong, Lo Mei-Chu, Long Alexander M., Michelsen Klaus, Oliner Jonathan D., Osgood Tao, Ragains Mark, Saiki Anne Y., Schneider Steve, Toteva Maria, Yakowec Peter, Yan Xuelei, Ye Qiuping, Yu Dongyin, Zhao Xiaoning, Zhou Jing, Medina Julio C., Olson Steven H.. . Structure-Based Design of Novel Inhibitors of the MDM2–p53 Interaction Journal of Medicinal Chemistry. compound 29
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. 1

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
2 2 2 0

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.96 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 477.15 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 5.47
TPSA 80.67
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
2 2 2 2 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/jm300354j compound 29 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.38
10.1021/jm300354j compound 29 MDM2
Q00987 		P53
P04637 		Cellular assay EdU Cell Proliferation Assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 7.17
10.1021/ml500142b 1 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.96
10.1021/ml500142b 1 MDM2
Q00987 		P53
P04637 		Cellular assay EdU Cell Proliferation Assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 7.14
PK data
Bibliography Name Assay name Administration mode Dose (mg/kg) Dose interval (hours) Tolerated AUC Clearance Cmax Oral bioavailability T1/2 (min) Tmax (min) Volume distribution (Vd)
10.1021/ml500142b 1 PK studies IV PO 2.00 None yes yes yes no 89 216 None yes
10.1021/ml500142b 1 Mouse PK PO PO 5.00 None yes yes yes no 12 156 None yes
Ta Structure Name Drugbank ID
0.7482 AMG-232 DB15299
0.6613 Osanetant DB04872
0.6260 (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
0.6207 Dexetimide DB08997
0.6080 Saredutant DB06660
0.5862 Nateglinide DB00731
0.5763 Sacubitrilat DB14127
0.5758 Skf 107457 DB04191
0.5674 RB106 DB02669
0.5664 6-phenyl-4(R)-(7-phenyl-heptanoylamino)-hexanoic acid DB03471
0.5656 (1S,2S,5S)2-(4-GLUTARIDYLBENZYL)-5-PHENYL-1-CYCLOHEXANOL DB07909
0.5620 N-DODECANOYL-L-TYROSINE DB08275
0.5593 N-Succinyl Phenylglycine DB03299
0.5591 ABC-294640 DB12764
0.5583 Ubenimex DB03424