iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 325

Identifiers

  • Canonical SMILES: 
    OC(=O)[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)Nc2ccccc2C1=O)c1ccc(Cl)cc1
  • IUPAC name: 
    (2S)-2-(4-chlorophenyl)-2-[(3S)-3-(4-chlorophenyl)-2,5-dioxo-1,3-dihydro-1,4-benzodiazepin-4-yl]acetic acid
  • InChi: 
    InChI=1S/C23H16Cl2N2O4/c24-15-9-5-13(6-10-15)19-21(28)26-18-4-2-1-3-17(18)22(29)27(19)20(23(30)31)14-7-11-16(25)12-8-14/h1-12,19-20H,(H,26,28)(H,30,31)/t19-,20-/m0/s1
  • InChiKey: 
    ATVQILBXEHQCST-PMACEKPBSA-N

External links


44390619
CHEMBL181138
23246641
DIZ

External search

Bibliography (1)

Publication Name
Parks DJ, Lafrance LV, Calvo RR, Milkiewicz KL, Gupta V, Lattanze J, Ramachandren K, Carver TE, Petrella EC, Cummings MD, Maguire D, Grasberger BL, Lu T. . 1,4-Benzodiazepine-2,5-diones as small molecule antagonists of the HDM2-p53 interaction: discovery and SAR. 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 4.83 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 454.05 g/mol
HBA 6
HBD 2
HBA + HBD 8
AlogP 5.42
TPSA 86.71
RB 4
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
15664854 26 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 4.83
Ta Structure Name Drugbank ID
0.5685 Fominoben DB08968
0.5223 Bentiromide DB00522
0.5135 Oxazolam DB15491
0.5133 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.5066 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4964 Evocalcet DB12388
0.4901 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4892 Indoprofen DB08951
0.4870 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4792 Cloxazolam DB01553
0.4765 Dibenzepin DB13225
0.4745 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4737 Isatin DB02095
0.4690 Indobufen DB12545
0.4688 4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid DB08581