iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 445

Identifiers

  • Canonical SMILES: 
    OC[C@@H]1[C@H]2Cn3c(cccc3=O)[C@H]2N(CC2CCCCC2)[C@H]1C(=O)NCc1ccc(Oc2ccccc2)cc1
  • IUPAC name: 
    (2R,3R,3aS,9bS)-1-(cyclohexylmethyl)-3-(hydroxymethyl)-6-oxo-N-[(4-phenoxyphenyl)methyl]-3,3a,4,9b-tetrahydro-2H-pyrrolo[2,3-a]indolizine-2-carboxamide
  • InChi: 
    InChI=1S/C32H37N3O4/c36-21-27-26-20-34-28(12-7-13-29(34)37)30(26)35(19-23-8-3-1-4-9-23)31(27)32(38)33-18-22-14-16-25(17-15-22)39-24-10-5-2-6-11-24/h2,5-7,10-17,23,26-27,30-31,36H,1,3-4,8-9,18-21H2,(H,33,38)/t26-,27-,30+,31-/m1/s1
  • InChiKey: 
    ARTMKCBBWGSNKB-KTTBDGARSA-N

External links


44574954
CHEMBL470541
24693711

External search

Bibliography (1)

Publication Name
Marcaurelle LA, Johannes C, Yohannes D, Tillotson BP, Mann D. . Diversity-oriented synthesis of a cytisine-inspired pyridone library leading to the discovery of novel inhibitors of Bcl-2. Bioorganic & medicinal chemistry letters. 14d

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 5.08 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 527.28 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 3.47
TPSA 82.11
RB 8
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
19329314 14d BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.08
Ta Structure Name Drugbank ID
0.5403 Saquinavir DB01232
0.5163 Telinavir DB12178
0.4955 Ispinesib DB06188
0.4872 Cytisine DB09028
0.4820 Aminocandin DB05128
0.4808 Metoserpate DB11530
0.4775 N-[2-hydroxy-1-indanyl]-5-[(2-tertiarybutylaminocarbonyl)-4(benzo[1,3]dioxol-5-ylmethyl)-piperazino]-4-hydroxy-2-(1-phenylethyl)-pentanamide DB01721
0.4725 Indinavir DB00224
0.4722 CP-320626 DB03383
0.4664 N,N-[2,5-O-dibenzyl-glucaryl]-DI-[valinyl-aminomethanyl-pyridine] DB03803
0.4661 Virginiamycin S1 DB04805
0.4661 Gepotidacin DB12134
0.4661 Vinburnine DB13793
0.4645 Bietaserpine DB13575
0.4640 Yohimbine DB01392