iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 703

Identifiers

  • Canonical SMILES:
    C[C@H](NC(=O)c1c(O)c(O)cc2c(O)c(c(C)cc12)-c1c(C)cc2c(C(=O)N[C@@H](C)c3ccc(Cl)cc3)c(O)c(O)cc2c1O)c1ccc(Cl)cc1
  • IUPAC name:
    N-[1-(4-chlorophenyl)ethyl]-6-[5-[1-(4-chlorophenyl)ethylcarbamoyl]-1,6,7-trihydroxy-3-methylnaphthalen-2-yl]-2,3,5-trihydroxy-7-methylnaphthalene-1-carboxamide
  • InChi:
    InChI=1S/C40H34Cl2N2O8/c1-17-13-25-27(15-29(45)37(49)33(25)39(51)43-19(3)21-5-9-23(41)10-6-21)35(47)31(17)32-18(2)14-26-28(36(32)48)16-30(46)38(50)34(26)40(52)44-20(4)22-7-11-24(42)12-8-22/h5-16,19-20,45-50H,1-4H3,(H,43,51)(H,44,52)/t19-,20-/m0/s1
  • InChiKey:
    GWXWVWQUYKMTOZ-PMACEKPBSA-N

External links


168318130

24611820

External search

Bibliography (1)

Publication Name
Wei J, Kitada S, Rega MF, Stebbins JL, Zhai D, Cellitti J, Yuan H, Emdadi A, Dahl R, Zhang Z, Yang L, Reed JC, Pellecchia M. . Apogossypol derivatives as pan-active inhibitors of antiapoptotic B-cell lymphoma/leukemia-2 (Bcl-2) family proteins. Journal of medicinal chemistry. 8k

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
4 0 0 0

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 6.64 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 740.17 g/mol
HBA 10
HBD 8
HBA + HBD 18
AlogP 9.74
TPSA 179.58
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 4 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
19555126 8k BCL2
P10415

Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.31
19555126 8k MCL1
Q07820

Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.64
19555126 8k B2LA1
Q16548

Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.40
19555126 8k B2CL1
Q07817

Biochemical assay Fluorescence Polarization pIC50 (half maximal inhibitory concentration, -log10) 6.57
Ta Structure Name Drugbank ID
0.5918 Gossypol DB13044
0.5259 Onalespib DB06306
0.5000 2,3,-Dihydroxybenzoylserine DB02710
0.4917 4-{[(2R)-2-(2-methylphenyl)pyrrolidin-1-yl]carbonyl}benzene-1,3-diol DB08442
0.4846 N-cyclopropyl-4-methyl-3-[1-(2-methylphenyl)phthalazin-6-yl]benzamide DB07307
0.4779 Itopride DB04924
0.4757 Etamivan DB08989
0.4741 Trimethobenzamide DB00662
0.4737 N-[(1R)-1-(4-Bromophenyl)ethyl]-5-fluoro-2-hydroxybenzamide DB02880
0.4653 Talnetant DB06429
0.4636 (4'-{[Allyl(Methyl)Amino]Methyl}-1,1'-Biphenyl-4-Yl)(4-Bromophenyl)Methanone DB03234
0.4600 N-(2-AMINOETHYL)-P-CHLOROBENZAMIDE DB08082
0.4554 N~3~-cyclopropyl-N~4~'-(cyclopropylmethyl)-6-methylbiphenyl-3,4'-dicarboxamide DB07835
0.4519 m-Hydroxyhippuric acid DB07069
0.4480 Bezafibrate DB01393