HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound UAM

Identifiers

  • Canonical SMILES: 
    CC(C)C[C@H](NC(=O)[C@@H](O)[C@@H](O)[C@@H](N)CC(N)=O)[C@@H]1Cc2cccc(O)c2C(=O)O1
  • IUPAC name: 
    (2S,3S,4S)-4-amino-2,3-dihydroxy-N~1~-{(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydro-1H-isochromen-3-yl]-3-methylbutyl}hexanediamide (non-preferred name)
  • InChi: 
    InChI=1S/C20H29N3O7/c1-9(2)6-12(23-19(28)18(27)17(26)11(21)8-15(22)25)14-7-10-4-3-5-13(24)16(10)20(29)30-14/h3-5,9,11-12,14,17-18,24,26-27H,6-8,21H2,1-2H3,(H2,22,25)(H,23,28)/t11-,12-,14-,17-,18-/m0/s1
  • InChiKey: 
    DCPWYLSPIAHJFU-YKRRISCLSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

25223631 CHEMBL3799391

RNA-SM complexes

PDB code Deposition date Reference publication
4w2f Sept. 12, 2014 Polikanov Yury S., Osterman Ilya A., Szal Teresa, Tashlitsky Vadim N., Serebryakova Marina V., Kusochek Pavel, Bulkley David, Malanicheva Irina A., Efimenko Tatyana A., Efremenkova Olga V., Konevega Andrey L., Shaw Karen J., Bogdanov Alexey A., Rodnina Marina V., Dontsova Olga A., Mankin Alexander S., Steitz Thomas A., Sergiev Petr V.. . Amicoumacin A Inhibits Translation by Stabilizing mRNA Interaction with the Ribosome Molecular Cell
4w2f Sept. 12, 2014 Polikanov Yury S., Osterman Ilya A., Szal Teresa, Tashlitsky Vadim N., Serebryakova Marina V., Kusochek Pavel, Bulkley David, Malanicheva Irina A., Efimenko Tatyana A., Efremenkova Olga V., Konevega Andrey L., Shaw Karen J., Bogdanov Alexey A., Rodnina Marina V., Dontsova Olga A., Mankin Alexander S., Steitz Thomas A., Sergiev Petr V.. . Amicoumacin A Inhibits Translation by Stabilizing mRNA Interaction with the Ribosome Molecular Cell
5i4l Feb. 12, 2016 Prokhorova Irina V., Akulich Kseniya A., Makeeva Desislava S., Osterman Ilya A., Skvortsov Dmitry A., Sergiev Petr V., Dontsova Olga A., Yusupova Gulnara, Yusupov Marat M., Dmitriev Sergey E.. . Amicoumacin A induces cancer cell death by targeting the eukaryotic ribosome Scientific Reports

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 423.20 g/mol
HBA 8
HBD 6
HBA + HBD
AlogP -1.07
TPSA 185.20
RB 9

Radar chart