iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 360

Identifiers

  • Canonical SMILES: 
    OC[C@H]1[C@@H]2Cn3c(cccc3=O)[C@@H]2N(Cc2ccc(Oc3ccccc3)cc2)[C@@H]1C(=O)N1CCC(Cc2ccccc2)CC1
  • IUPAC name: 
    (2S,3S,3aR,9bR)-2-(4-benzylpiperidine-1-carbonyl)-3-(hydroxymethyl)-1-[(4-phenoxyphenyl)methyl]-3,3a,4,9b-tetrahydro-2H-pyrrolo[2,3-a]indolizin-6-one
  • InChi: 
    InChI=1S/C37H39N3O4/c41-25-32-31-24-39-33(12-7-13-34(39)42)35(31)40(23-28-14-16-30(17-15-28)44-29-10-5-2-6-11-29)36(32)37(43)38-20-18-27(19-21-38)22-26-8-3-1-4-9-26/h1-17,27,31-32,35-36,41H,18-25H2/t31-,32-,35+,36-/m0/s1
  • InChiKey: 
    UQBOWGUWBXERMG-CXEQJURGSA-N

External links


44574956
CHEMBL509472
24713549

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. 14g

Pharmacological data

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

Targets

PPI family Best activity Diseases MMoA
BCL2-Like / BAX 5.28 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 589.29 g/mol
HBA 7
HBD 1
HBA + HBD 8
AlogP 4.30
TPSA 73.32
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 14g BCL2
P10415
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 5.28
Ta Structure Name Drugbank ID
0.5403 Saquinavir DB01232
0.5305 Telinavir DB12178
0.4948 Cytisine DB09028
0.4930 CP-320626 DB03383
0.4889 Ispinesib DB06188
0.4887 Aminocandin DB05128
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
0.4764 Cp403700, (S)-1-{2-[(5-Chloro-1h-Indole-2-Carbonyl)-Amino]-3-Phenyl-Propionyl}-Azetidine-3-Carboxylate DB03744
0.4746 Metoserpate DB11530
0.4725 Indinavir DB00224
0.4723 Vinburnine DB13793
0.4720 Virginiamycin S1 DB04805
0.4661 Gepotidacin DB12134
0.4657 Aplaviroc DB06497
0.4642 Pibrentasvir DB13878