HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound 6IF

Identifiers

  • Canonical SMILES: 
    CS[C@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)[C@H](NC(=O)[C@H]2NC[C@@H]3C[C@@H](CCO[C@@H]23)CC(C)C)[C@H](C)Cl
  • IUPAC name: 
    methyl 7-chloro-6,7,8-trideoxy-6-{[(4S,5aS,8S,8aR)-4-(2-methylpropyl)octahydro-2H-oxepino[2,3-c]pyrrole-8-carbonyl]amino}-1-thio-L-threo-alpha-D-galacto-octopyranoside
  • InChi: 
    InChI=1S/C22H39ClN2O6S/c1-10(2)7-12-5-6-30-19-13(8-12)9-24-15(19)21(29)25-14(11(3)23)20-17(27)16(26)18(28)22(31-20)32-4/h10-20,22,24,26-28H,5-9H2,1-4H3,(H,25,29)/t11-,12-,13-,14+,15-,16-,17+,18+,19+,20+,22+/m0/s1
  • InChiKey: 
    JPCLUJPDWMBCAA-SUTQZAMLSA-N
  • SMARTS: 
    [#6]-[#16]-[#6@H]1-[#8]-[#6@@H](-[#6@H](-[#8])-[#6@H](-[#8])-[#6@H]-1-[#8])-[#6@H](-[#7]-[#6](=[#8])-[#6@H]1-[#7]-[#6]-[#6@@H]2-[#6]-[#6@@H](-[#6]-[#6]-[#8]-[#6@@H]-1-2)-[#6]-[#6](-[#6])-[#6])-[#6@H](-[#6])-[#17]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

156613433

RNA-SM complexes

PDB code Deposition date Reference publication
7rq8 Aug. 6, 2021 Mitcheltree Matthew J., Pisipati Amarnath, Syroegin Egor A., Silvestre Katherine J., Klepacki Dorota, Mason Jeremy D., Terwilliger Daniel W., Testolin Giambattista, Pote Aditya R., Wu Kelvin J. Y., Ladley Richard Porter, Chatman Kelly, Mankin Alexander S., Polikanov Yury S., Myers Andrew G.. . A synthetic antibiotic class overcoming bacterial multidrug resistance Nature
7rq8 Aug. 6, 2021 Mitcheltree Matthew J., Pisipati Amarnath, Syroegin Egor A., Silvestre Katherine J., Klepacki Dorota, Mason Jeremy D., Terwilliger Daniel W., Testolin Giambattista, Pote Aditya R., Wu Kelvin J. Y., Ladley Richard Porter, Chatman Kelly, Mankin Alexander S., Polikanov Yury S., Myers Andrew G.. . A synthetic antibiotic class overcoming bacterial multidrug resistance Nature
7rq9 Aug. 6, 2021 Mitcheltree Matthew J., Pisipati Amarnath, Syroegin Egor A., Silvestre Katherine J., Klepacki Dorota, Mason Jeremy D., Terwilliger Daniel W., Testolin Giambattista, Pote Aditya R., Wu Kelvin J. Y., Ladley Richard Porter, Chatman Kelly, Mankin Alexander S., Polikanov Yury S., Myers Andrew G.. . A synthetic antibiotic class overcoming bacterial multidrug resistance Nature
7rq9 Aug. 6, 2021 Mitcheltree Matthew J., Pisipati Amarnath, Syroegin Egor A., Silvestre Katherine J., Klepacki Dorota, Mason Jeremy D., Terwilliger Daniel W., Testolin Giambattista, Pote Aditya R., Wu Kelvin J. Y., Ladley Richard Porter, Chatman Kelly, Mankin Alexander S., Polikanov Yury S., Myers Andrew G.. . A synthetic antibiotic class overcoming bacterial multidrug resistance Nature
8g2b Feb. 3, 2023 Aleksandrova Elena V., Wu Kelvin J. Y., Tresco Ben I. C., Syroegin Egor A., Killeavy Erin E., Balasanyants Samson M., Svetlov Maxim S., Gregory Steven T., Atkinson Gemma C., Myers Andrew G., Polikanov Yury S.. . Structural basis of Cfr-mediated antimicrobial resistance and mechanisms to evade it Nature Chemical Biology
8g2b Feb. 3, 2023 Aleksandrova Elena V., Wu Kelvin J. Y., Tresco Ben I. C., Syroegin Egor A., Killeavy Erin E., Balasanyants Samson M., Svetlov Maxim S., Gregory Steven T., Atkinson Gemma C., Myers Andrew G., Polikanov Yury S.. . Structural basis of Cfr-mediated antimicrobial resistance and mechanisms to evade it Nature Chemical Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 494.22 g/mol
HBA 8
HBD 5
HBA + HBD
AlogP 0.70
TPSA 120.28
RB 7

Radar chart