iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 2301

Identifiers

  • Canonical SMILES: 
    CC(C)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-(propan-2-yl)piperidin-3-yl]acetic acid
  • InChi: 
    InChI=1S/C23H25Cl2NO3/c1-14(2)26-21(15-7-9-17(24)10-8-15)19(16-5-4-6-18(25)11-16)12-23(3,22(26)29)13-20(27)28/h4-11,14,19,21H,12-13H2,1-3H3,(H,27,28)/t19-,21-,23-/m1/s1
  • InChiKey: 
    BAKOCZVLYDLEAG-KJXAQDMKSA-N

External links


56591135
CHEMBL3329620
0R3

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. 23

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 1 2 0

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 8.05 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 433.12 g/mol
HBA 4
HBD 1
HBA + HBD 5
AlogP 5.58
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 1 2 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1021/ml500142b 23 MDM2
Q00987 		P53
P04637 		Biochemical assay HTRF pIC50 (half maximal inhibitory concentration, -log10) 8.05
10.1021/ml500142b 23 MDM2
Q00987 		P53
P04637 		Cellular assay EdU Cell Proliferation Assay SJSA-1 cells pIC50 (half maximal inhibitory concentration, -log10) 6.42
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 23 PK studies IV PO 2.00 None yes yes yes no 48 576 None yes
10.1021/ml500142b 23 Mouse PK PO PO 5.00 None yes yes yes no 32 258 None yes
Ta Structure Name Drugbank ID
0.7820 AMG-232 DB15299
0.6949 Osanetant DB04872
0.6546 Dexetimide DB08997
0.6387 Saredutant DB06660
0.6071 Sacubitrilat DB14127
0.5981 6-phenyl-4(R)-(7-phenyl-heptanoylamino)-hexanoic acid DB03471
0.5948 (1S,2S,5S)2-(4-GLUTARIDYLBENZYL)-5-PHENYL-1-CYCLOHEXANOL DB07909
0.5872 Mitiglinide DB01252
0.5868 ABC-294640 DB12764
0.5802 (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
0.5790 Carpropamide DB02946
0.5714 Sacubitril DB09292
0.5692 Dexloxiglumide DB04856
0.5635 D-phenylalanyl-N-(3-chlorobenzyl)-L-prolinamide DB06919
0.5596 Glutethimide DB01437