iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 533

Identifiers

  • Canonical SMILES: 
    OCCc1ccc2NC(=O)[C@@H](N([C@H](C(O)=O)c3ccc(Cl)cc3)C(=O)c2c1)c1ccc(Cl)cc1
  • IUPAC name: 
    2-(4-chlorophenyl)-2-[3-(4-chlorophenyl)-7-(2-hydroxyethyl)-2,5-dioxo-1,3-dihydro-1,4-benzodiazepin-4-yl]acetic acid
  • InChi: 
    InChI=1S/C25H20Cl2N2O5/c26-17-6-2-15(3-7-17)21-23(31)28-20-10-1-14(11-12-30)13-19(20)24(32)29(21)22(25(33)34)16-4-8-18(27)9-5-16/h1-10,13,21-22,30H,11-12H2,(H,28,31)(H,33,34)/t21-,22-/m0/s1
  • InChiKey: 
    YXOSJUJSWPBSOU-VXKWHMMOSA-N

External links


44390724
CHEMBL179987
23246747

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. 35

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.62 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 498.07 g/mol
HBA 7
HBD 3
HBA + HBD 10
AlogP 4.94
TPSA 106.94
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
15664854 35 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.62
Ta Structure Name Drugbank ID
0.5390 Fominoben DB08968
0.5061 Bentiromide DB00522
0.4922 Oxazolam DB15491
0.4898 Evocalcet DB12388
0.4873 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4870 OPC-28326 DB05461
0.4832 Granotapide DB12934
0.4828 Indoprofen DB08951
0.4812 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4747 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4658 (2s)-2-[(2,4-Dichloro-Benzoyl)-(3-Trifluoromethyl-Benzyl)-Amino]-3-Phenyl-Propionic Acid DB03605
0.4636 Indobufen DB12545
0.4630 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4630 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4602 Ioxaglic acid DB09313