iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 638

Identifiers

  • Canonical SMILES: 
    CNC(=O)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-[2-(methylamino)-2-oxoethyl]-2,5-dioxo-3H-1,4-benzodiazepin-4-yl]acetic acid
  • InChi: 
    InChI=1S/C26H20Cl2IN3O5/c1-30-21(33)13-31-20-11-10-18(29)12-19(20)24(34)32(22(25(31)35)14-2-6-16(27)7-3-14)23(26(36)37)15-4-8-17(28)9-5-15/h2-12,22-23H,13H2,1H3,(H,30,33)(H,36,37)/t22-,23+/m0/s1
  • InChiKey: 
    IRUUIIXRURRPCS-XZOQPEGZSA-N

External links


168318153
10793081

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. 9

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.48 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 650.98 g/mol
HBA 8
HBD 2
HBA + HBD 10
AlogP 4.46
TPSA 107.02
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
16600594 9 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.48
Ta Structure Name Drugbank ID
0.5091 Fominoben DB08968
0.4885 Bentiromide DB00522
0.4880 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4852 Oxazolam DB15491
0.4647 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.4583 ALPHA-(2,6-DICHLOROPHENYL)-ALPHA-(2-ACETYL-5-METHYLANILINO)ACETAMIDE DB07332
0.4540 Ioxaglic acid DB09313
0.4507 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4498 LY-3039478 DB12050
0.4477 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4444 (S)-2-CHLORO-N-(1-(2-(2-HYDROXYETHYLAMINO)-2-OXOETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLIN-3-YL)-6H-THIENO[2,3-B]PYRROLE-5-CARBOXAMIDE DB07792
0.4438 Evocalcet DB12388
0.4426 Benazeprilat DB14125
0.4422 RG-4733 DB11870
0.4408 Cloxazolam DB01553