iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 544

Identifiers

  • Canonical SMILES: 
    COc1cc(CO[C@]2(N(Cc3ccccc3)C(=O)c3ccccc23)c2ccccc2)cc(OC)c1O
  • IUPAC name: 
    2-benzyl-3-[(4-hydroxy-3,5-dimethoxyphenyl)methoxy]-3-phenylisoindol-1-one
  • InChi: 
    InChI=1S/C30H27NO5/c1-34-26-17-22(18-27(35-2)28(26)32)20-36-30(23-13-7-4-8-14-23)25-16-10-9-15-24(25)29(33)31(30)19-21-11-5-3-6-12-21/h3-18,32H,19-20H2,1-2H3/t30-/m1/s1
  • InChiKey: 
    MGACPMHHENLBAT-SSEXGKCCSA-N

External links


168318175
17249008

External search

Bibliography (2)

Publication Name
Hardcastle IR, Ahmed SU, Atkins H, Calvert AH, Curtin NJ, Farnie G, Golding BT, Griffin RJ, Guyenne S, Hutton C, Källblad P, Kemp SJ, Kitching MS, Newell DR, Norbedo S, Northen JS, Reid RJ, Saravanan K, Willems HM, Lunec J. . Isoindolinone-based inhibitors of the MDM2-p53 protein-protein interaction. Bioorganic & medicinal chemistry letters. 2g
Hardcastle IR, Ahmed SU, Atkins H, Farnie G, Golding BT, Griffin RJ, Guyenne S, Hutton C, Källblad P, Kemp SJ, Kitching MS, Newell DR, Norbedo S, Northen JS, Reid RJ, Saravanan K, Willems HM, Lunec J. . Small-molecule inhibitors of the MDM2-p53 protein-protein interaction based on an isoindolinone scaffold. Journal of medicinal chemistry. 40

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 4.75 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 481.19 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 6.09
TPSA 68.23
RB 8
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15713419 2g MDM2
Q00987
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 4.75
17034127 40 MDM2
Q00987
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 4.75
Ta Structure Name Drugbank ID
0.5039 Nefopam DB12293
0.4861 Amelubant DB06248
0.4702 Oftasceine DB11184
0.4610 Trimebutine DB09089
0.4589 Fluorescein DB00693
0.4488 Phenolphthalein DB04824
0.4472 2-chloro-5-[(1S)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide DB08046
0.4472 Chlorthalidone DB00310
0.4276 Daxalipram DB01647
0.4255 Balanol DB04098
0.4245 Trimethobenzamide DB00662
0.4234 Fluorescin DB07764
0.4184 N-[(2S,3S)-4-[2-[(5S)-3a,4,5,6,7,7a-Hexahydro-1,3-benzodioxol-5-yl]ethyl-[3-(1,3-dioxoisoindol-2-yl)propanoyl]amino]-3-hydroxy-1-phenylbutan-2-yl]-3,5-dimethoxy-4-phenylmethoxybenzamide DB03063
0.4124 Firategrast DB12732
0.4118 (R)-(+)9B-(3-METHYL)PHENYL-2,3-DIHYDROTHIAZOLO[2,3-A]ISOINDOL-5(9BH)-ONE DB07472