iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 319

Identifiers

  • Canonical SMILES: 
    Fc1cc(Cl)ccc1CN1[C@@H](c2ccc(Cl)cc2)C(=O)N(CCN2CCOCC2)c2ccc(I)cc2C1=O
  • IUPAC name: 
    (3S)-4-[(4-chloro-2-fluorophenyl)methyl]-3-(4-chlorophenyl)-7-iodo-1-(2-morpholin-4-ylethyl)-3H-1,4-benzodiazepine-2,5-dione
  • InChi: 
    InChI=1S/C28H25Cl2FIN3O3/c29-20-4-1-18(2-5-20)26-28(37)34(10-9-33-11-13-38-14-12-33)25-8-7-22(32)16-23(25)27(36)35(26)17-19-3-6-21(30)15-24(19)31/h1-8,15-16,26H,9-14,17H2/t26-/m0/s1
  • InChiKey: 
    SZUZMYZODLFEHY-SANMLTNESA-N

External links


44176177
CHEMBL378030
23271713

External search

Bibliography (1)

Publication Name
Leonard K, Marugan JJ, Raboisson P, Calvo R, Gushue JM, Koblish HK, Lattanze J, Zhao S, Cummings MD, Player MR, Maroney AC, Lu T. . Novel 1,4-benzodiazepine-2,5-diones as Hdm2 antagonists with improved cellular activity. Bioorganic & medicinal chemistry letters. 26

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.07 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 667.03 g/mol
HBA 6
HBD 0
HBA + HBD 6
AlogP 5.82
TPSA 53.09
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
1 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
16647257 26 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.07
Ta Structure Name Drugbank ID
0.5522 Fominoben DB08968
0.5050 Oxazolam DB15491
0.4775 Bentiromide DB00522
0.4720 Haloxazolam DB01476
0.4700 N-(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)-4-morpholin-4-yl-4-oxobutanamide DB08582
0.4626 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4597 Cloxazolam DB01553
0.4541 (1S)-2-oxo-1-phenyl-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08497
0.4478 RG-4733 DB11870
0.4457 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4437 Moclobemide DB01171
0.4343 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4322 Danusertib DB11778
0.4294 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4286 CP-320626 DB03383