iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1435

Identifiers

  • Canonical SMILES: 
    OC(=O)CCNC(=O)[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)Nc2ccc(I)cc2C1=O)c1ccc(Cl)cc1
  • IUPAC name: 
    3-[[2-(4-chlorophenyl)-2-[3-(4-chlorophenyl)-7-iodo-2,5-dioxo-1,3-dihydro-1,4-benzodiazepin-4-yl]acetyl]amino]propanoic acid
  • InChi: 
    InChI=1S/C26H20Cl2IN3O5/c27-16-5-1-14(2-6-16)22(24(35)30-12-11-21(33)34)32-23(15-3-7-17(28)8-4-15)25(36)31-20-10-9-18(29)13-19(20)26(32)37/h1-10,13,22-23H,11-12H2,(H,30,35)(H,31,36)(H,33,34)/t22-,23-/m0/s1
  • InChiKey: 
    MXZSBXTUYOFCRV-GOTSBHOMSA-N

External links


44176187
CHEMBL207255
23271193

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. 4

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 6.07 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 650.98 g/mol
HBA 8
HBD 3
HBA + HBD 11
AlogP 5.48
TPSA 115.81
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 4 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.07
Ta Structure Name Drugbank ID
0.5093 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.5089 Bentiromide DB00522
0.5054 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.5000 Iobenzamic acid DB13428
0.4968 4-chloro-N-(3-methoxypropyl)-N-[(3S)-1-(2-phenylethyl)piperidin-3-yl]benzamide DB08344
0.4848 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4817 RG-4733 DB11870
0.4759 Fominoben DB08968
0.4654 Oxazolam DB15491
0.4641 Ombitasvir DB09296
0.4611 CP-320626 DB03383
0.4607 Emricasan DB05408
0.4546 Diampromide DB01502
0.4540 OPC-28326 DB05461
0.4524 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498