iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1650

Identifiers

  • Common name: Nutlin-3
  • Canonical SMILES: 
    COc1ccc(C2=N[C@H]([C@H](N2C(=O)N2CCNC(=O)C2)c2ccc(Cl)cc2)c2ccc(Cl)cc2)c(OC(C)C)c1
  • IUPAC name: 
    4-[(4S,5R)-4,5-bis(4-chlorophenyl)-2-[4-methoxy-2-(propan-2-yloxy)phenyl]-4,5-dihydro-1H-imidazole-1-carbonyl]piperazin-2-one
  • InChi: 
    InChI=1S/C30H30Cl2N4O4/c1-18(2)40-25-16-23(39-3)12-13-24(25)29-34-27(19-4-8-21(31)9-5-19)28(20-6-10-22(32)11-7-20)36(29)30(38)35-15-14-33-26(37)17-35/h4-13,16,18,27-28H,14-15,17H2,1-3H3,(H,33,37)/t27-,28+/m0/s1
  • InChiKey: 
    BDUHCSBCVGXTJM-WUFINQPMSA-N

External links


11433190
CHEMBL191334
187530
AU0

External search

Bibliography (2)

Publication Name
Vassilev LT, Vu BT, Graves B, Carvajal D, Podlaski F, Filipovic Z, Kong N, Kammlott U, Lukacs C, Klein C, Fotouhi N, Liu EA. . In vivo activation of the p53 pathway by small-molecule antagonists of MDM2. Science (New York, N.Y.). Nutlin-3
Graves B., Thompson T., Xia M., Janson C., Lukacs C., Deo D., Di Lello P., Fry D., Garvie C., Huang K.-S., Gao L., Tovar C., Lovey A., Wanner J., Vassilev L. T.. . Activation of the p53 pathway by small-molecule-induced MDM2 and MDMX dimerization Proceedings of the National Academy of Sciences. Nutlin-3a

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
3 3 0 0

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 7.05 cancer Inhibition
MDM2-like dimer 7.73 cancer Stabilization
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 580.16 g/mol
HBA 8
HBD 1
HBA + HBD 9
AlogP 5.17
TPSA 83.47
RB 6
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 3 3 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
14704432 Nutlin-3 MDM2
Q00987
Biochemical assay Surface Plasmon Resonance pIC50 (half maximal inhibitory concentration, -log10) 7.05
14704432 Nutlin-3 MDM2
Q00987
Cellular assay MTT-assay 1043SK pIC50 (half maximal inhibitory concentration, -log10) 5.66
14704432 Nutlin-3 MDM2
Q00987
Cellular assay MTT-assay NIH/3T3 pIC50 (half maximal inhibitory concentration, -log10) 5.89
14704432 Nutlin-3 MDM2
Q00987
Cellular assay MTT-assay SJSA-1 pIC50 (half maximal inhibitory concentration, -log10) 5.82
10.1073/pnas.1203789109 Nutlin-3a MDM4
O15151
Biochemical assay Trp fluorescence quenching MDMX pIC50 (half maximal inhibitory concentration, -log10) 5.03
10.1073/pnas.1203789109 Nutlin-3a MDM4
O15151
Biochemical assay Trp fluorescence quenching MDM2 pIC50 (half maximal inhibitory concentration, -log10) 7.73
Ta Structure Name Drugbank ID
0.9684 Cis-[4,5-Bis-(4-Chlorophenyl)-2-(2-Isopropoxy-4-Methoxyphenyl)-4,5-Dihyd Roimidazol-1-Yl]-Piperazin-1-Yl-Methanone DB04144
0.8614 Cis-[4,5-Bis-(4-Bromophenyl)-2-(2-Ethoxy-4-Methoxyphenyl)-4,5-Dihydroimidazol-1-Yl]-[4-(2-Hydroxyethyl)Piperazin-1-Yl]Methanone DB02872
0.8178 RO-5045337 DB14793
0.4231 Idanpramine DB13276
0.4035 PCO-371 DB14946
0.3930 5-(4-PHENOXYPHENYL)-5-(4-PYRIMIDIN-2-YLPIPERAZIN-1-YL)PYRIMIDINE-2,4,6(2H,3H)-TRIONE DB07117
0.3852 PRI-724 DB15034
0.3846 Ganirelix DB06785
0.3836 Copanlisib DB12483
0.3828 I-Coeleneterazine DB04146
0.3824 Sorbinil DB02712
0.3817 Timcodar DB12761
0.3787 N-Coeleneterazine DB04118
0.3745 RU85493 DB01908
0.3738 Tiropramide DB13091