iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1334

Identifiers

  • Canonical SMILES: 
    C[C@@H](N1[C@@H](c2ccc(Cl)cc2)C(=O)N(CCN2CCOCC2)c2ccc(I)cc2C1=O)c1cc(F)c(Cl)cc1N
  • IUPAC name: 
    (3S)-4-[(1R)-1-(2-amino-4-chloro-5-fluorophenyl)ethyl]-3-(4-chlorophenyl)-7-iodo-1-(2-morpholin-4-ylethyl)-3H-1,4-benzodiazepine-2,5-dione
  • InChi: 
    InChI=1S/C29H28Cl2FIN4O3/c1-17(21-15-24(32)23(31)16-25(21)34)37-27(18-2-4-19(30)5-3-18)29(39)36(9-8-35-10-12-40-13-11-35)26-7-6-20(33)14-22(26)28(37)38/h2-7,14-17,27H,8-13,34H2,1H3/t17-,27+/m1/s1
  • InChiKey: 
    RETYZFIEVMZHPB-CRYYWNKWSA-N

External links


11953136
CHEMBL210853
10127445

External search

Bibliography (1)

Publication Name
Leonard K, Marugan JJ, Raboisson P, Calvo R, Gushue JM, Koblish HK, Lattanze J, Zhao S, Cummings MD, Player MR, Maroney AC, Lu T. . Novel 1,4-benzodiazepine-2,5-diones as Hdm2 antagonists with improved cellular activity. Bioorganic & medicinal chemistry letters. 27

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
MDM2-Like / P53 5.59 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 696.06 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 5.40
TPSA 79.11
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
16647257 27 MDM2
Q00987
Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 5.59
Ta Structure Name Drugbank ID
0.5576 Fominoben DB08968
0.5029 2-{[N-(2-ACETYL-5-CHLORO-4-FLUOROPHENYL)GLYCYL]AMINO}BENZOIC ACID DB07085
0.5024 Oxazolam DB15491
0.4757 N-(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)-4-morpholin-4-yl-4-oxobutanamide DB08582
0.4670 Bentiromide DB00522
0.4608 (1S)-1-(3-chlorophenyl)-2-oxo-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08498
0.4579 Cloxazolam DB01553
0.4524 (1S)-2-oxo-1-phenyl-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate DB08497
0.4522 MK-3207 DB12424
0.4500 Haloxazolam DB01476
0.4407 [(2S)-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-yl]acetic acid DB08717
0.4370 Danusertib DB11778
0.4358 Entrectinib DB11986
0.4358 [1-(3-CHLORO-2-FORMYL-PHENYLCARBAMOYL)-2-METHYL-PROPYL]-CARBAMIC ACID TERT-BUTYL ESTER DB07956
0.4323 Moclobemide DB01171