iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 953

Identifiers

  • Canonical SMILES: 
    OC(=O)CCN1c2ccc(I)cc2C(=O)N([C@@H](C(O)=O)c2ccc(Cl)cc2)[C@@H](c2ccc(Cl)cc2)C1=O
  • IUPAC name: 
    3-[4-[carboxy-(4-chlorophenyl)methyl]-3-(4-chlorophenyl)-7-iodo-2,5-dioxo-3H-1,4-benzodiazepin-1-yl]propanoic acid
  • InChi: 
    InChI=1S/C26H19Cl2IN2O6/c27-16-5-1-14(2-6-16)22-25(35)30(12-11-21(32)33)20-10-9-18(29)13-19(20)24(34)31(22)23(26(36)37)15-3-7-17(28)8-4-15/h1-10,13,22-23H,11-12H2,(H,32,33)(H,36,37)/t22-,23+/m0/s1
  • InChiKey: 
    FELRJPIAMHMGEQ-XZOQPEGZSA-N

External links


168317934
10793213

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. 12

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.96 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 651.97 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 5.28
TPSA 115.22
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
1 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
16600594 12 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.96
Ta Structure Name Drugbank ID
0.4941 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4884 Fominoben DB08968
0.4850 Iobenzamic acid DB13428
0.4831 Oxazolam DB15491
0.4817 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.4778 Bentiromide DB00522
0.4769 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4721 Virginiamycin S1 DB04805
0.4554 RG-4733 DB11870
0.4546 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4505 CP-320626 DB03383
0.4495 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4469 N-(Bromoacetyl)-beta-alanyl-N-(2-{4-[(carboxycarbonyl)amino]phenyl}ethyl)-L-serinamide DB02784
0.4419 OPC-28326 DB05461
0.4412 Acyline DB11906