iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1994

Identifiers

  • Common name: Fusicoccin
  • Canonical SMILES: 
    COC[C@H]1CC[C@H]2[C@@H](C)[C@@H](O)[C@H](O[C@H]3O[C@H](COC(C)(C)C=C)[C@@H](O)[C@H](OC(C)=O)[C@H]3O)C3=C(C[C@H](O)[C@]3(C)C=C12)[C@H](C)COC(C)=O
  • IUPAC name: 
    (2S)-2-[(3R,4S,8R,9R,10R,11S,14S)-8-{[(2S,3R,4S,5R,6R)-4-(acetyloxy)-3,5-dihydroxy-6-{[(2-methylbut-3-en-2-yl)oxy]methyl}oxan-2-yl]oxy}-4,9-dihydroxy-14-(methoxymethyl)-3,10-dimethyltricyclo[9.3.0.0^{3,7}]tetradeca-1,6-dien-6-yl]propyl acetate
  • InChi: 
    InChI=1S/C36H56O12/c1-10-35(6,7)45-17-26-30(41)33(46-21(5)38)31(42)34(47-26)48-32-28-24(18(2)15-44-20(4)37)13-27(39)36(28,8)14-25-22(16-43-9)11-12-23(25)19(3)29(32)40/h10,14,18-19,22-23,26-27,29-34,39-42H,1,11-13,15-17H2,2-9H3/t18-,19-,22-,23+,26-,27+,29-,30-,31-,32-,33+,34-,36+/m1/s1
  • InChiKey: 
    KXTYBXCEQOANSX-HPVXDZOISA-N

External links


71308204
FSC

External search

Bibliography (2)

Publication Name
Rose Rolf, Erdmann Silke, Bovens Stefanie, Wolf Alexander, Rose Micheline, Hennig Sven, Waldmann Herbert, Ottmann Christian. . Identification and Structure of Small-Molecule Stabilizers of 14-3-3 Protein-Protein Interactions Angewandte Chemie International Edition. Fusicoccin
De Vries-van Leeuwen I. J., da Costa Pereira D., Flach K. D., Piersma S. R., Haase C., Bier D., Yalcin Z., Michalides R., Feenstra K. A., Jimenez C. R., de Greef T. F. A., Brunsveld L., Ottmann C., Zwart W., de Boer A. H.. . Interaction of 14-3-3 proteins with the Estrogen Receptor Alpha F domain provides a drug target interface Proceedings of the National Academy of Sciences. FC

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
3 0 0 0

Targets

PPI family Best activity Diseases MMoA
14-3-3 / PMA2 8.29 Stabilization
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 680.38 g/mol
HBA 12
HBD 4
HBA + HBD 16
AlogP 1.35
TPSA 170.44
RB 14
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
2 3 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
10.1002/anie.200907203 Fusicoccin

Biochemical assay Surface Plasmon Resonance pKd (dissociation constant, -log10) 8.29
10.1073/pnas.1220809110 FC

Biochemical assay Fluorescence Polarization dephospho 14-3-3 Kd ratio (Kd without/with ligand 5.00
10.1073/pnas.1220809110 FC

Biochemical assay Fluorescence Polarization phospho-14-3-3 Kd ratio (Kd without/with ligand 16.00
Ta Structure Name Drugbank ID
1.0000 Fusicoccin DB01780
0.7818 9,10-Deepithio-9,10-Didehydroacanthifolicin DB02169
0.7679 P-57AS3 DB06569
0.7546 Gitoformate DB13537
0.7339 Oleandrin DB12843
0.7156 Lanatoside C DB13467
0.7130 Acetyldigoxin DB13691
0.7130 Acetyldigitoxin DB00511
0.7023 Doramectin DB11400
0.6944 Deslanoside DB01078
0.6852 Metildigoxin DB13401
0.6852 Digoxin DB00390
0.6852 Digitoxin DB01396
0.6827 (4Z)-2,8:7,12:11,15:14,18:17,22-PENTAANHYDRO-4,5,6,9,10,13,19,20,21-NONADEOXY-D-ARABINO-D-ALLO-D-ALLO-DOCOSA-4,9,20-TRIENITOL DB07716
0.6807 Narasin DB11432