iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 677

Identifiers

  • Canonical SMILES: 
    CN1c2ccc(I)cc2C(=O)N([C@@H](C(O)=O)c2ccc(Cl)cc2)[C@@H](c2ccc(Cl)cc2)C1=O
  • IUPAC name: 
    2-(4-chlorophenyl)-2-[3-(4-chlorophenyl)-7-iodo-1-methyl-2,5-dioxo-3H-1,4-benzodiazepin-4-yl]acetic acid
  • InChi: 
    InChI=1S/C24H17Cl2IN2O4/c1-28-19-11-10-17(27)12-18(19)22(30)29(20(23(28)31)13-2-6-15(25)7-3-13)21(24(32)33)14-4-8-16(26)9-5-14/h2-12,20-21H,1H3,(H,32,33)/t20-,21+/m0/s1
  • InChiKey: 
    NFQDVKDBCGSJQN-LEWJYISDSA-N

External links


168318137
10793043

External search

Bibliography (1)

Publication Name
Parks DJ, LaFrance LV, Calvo RR, Milkiewicz KL, Marugán JJ, Raboisson P, Schubert C, Koblish HK, Zhao S, Franks CF, Lattanze J, Carver TE, Cummings MD, Maguire D, Grasberger BL, Maroney AC, Lu T. . Enhanced pharmacokinetic properties of 1,4-benzodiazepine-2,5-dione antagonists of the HDM2-p53 protein-protein interaction through structure-based drug design. Bioorganic & medicinal chemistry letters. 8

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.66 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 593.96 g/mol
HBA 6
HBD 1
HBA + HBD 7
AlogP 5.56
TPSA 77.92
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
16600594 8 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.66
Ta Structure Name Drugbank ID
0.5350 Fominoben DB08968
0.4940 Bentiromide DB00522
0.4822 Oxazolam DB15491
0.4753 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4746 Ioxaglic acid DB09313
0.4695 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4606 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4575 Evocalcet DB12388
0.4540 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4510 Cloxazolam DB01553
0.4503 Indoprofen DB08951
0.4471 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4410 Dibenzepin DB13225
0.4381 RG-4733 DB11870
0.4378 (1S)-2-oxo-1-phenyl-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08497