iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 90

Identifiers

  • Canonical SMILES: 
    Clc1ccc(cc1)[C@]1(OCCc2ccccn2)N(Cc2ccccc2)C(=O)c2ccccc12
  • IUPAC name: 
    2-benzyl-3-(4-chlorophenyl)-3-(2-pyridin-2-ylethoxy)isoindol-1-one
  • InChi: 
    InChI=1S/C28H23ClN2O2/c29-23-15-13-22(14-16-23)28(33-19-17-24-10-6-7-18-30-24)26-12-5-4-11-25(26)27(32)31(28)20-21-8-2-1-3-9-21/h1-16,18H,17,19-20H2/t28-/m1/s1
  • InChiKey: 
    WMRBNNJTKWNKRQ-MUUNZHRXSA-N

External links


153215728
17249028

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. 2f
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. 77

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 4.58 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 454.14 g/mol
HBA 4
HBD 0
HBA + HBD 4
AlogP 6.41
TPSA 42.43
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 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15713419 2f MDM2
Q00987
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 4.58
17034127 77 MDM2
Q00987
Biochemical assay ELISA pIC50 (half maximal inhibitory concentration, -log10) 4.58
Ta Structure Name Drugbank ID
0.4876 BMS-908662 DB12854
0.4870 Carbinoxamine DB00748
0.4852 2-chloro-5-[(1S)-1-hydroxy-3-oxo-2H-isoindol-1-yl]benzenesulfonamide DB08046
0.4852 Chlorthalidone DB00310
0.4540 Bepotastine DB04890
0.4520 Nefopam DB12293
0.4222 Zomepirac DB04828
0.4221 Doxylamine DB00366
0.4046 O-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl] (4-chlorophenyl)thiocarbamate DB08282
0.4022 Mazindol DB00579
0.4011 Cicletanine DB12766
0.4000 2-(2-chloropyridin-4-yl)-4-methyl-1H-isoindole-1,3(2H)-dione DB06860
0.3989 TD-8954 DB12725
0.3917 Rebeccamycin DB14729
0.3908 LG-100268 DB01941