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Harnessing RIBOnucleic acid - Small molecules Structures

Compound RFP

Identifiers

  • Canonical SMILES: 
    CO[C@H]1\C=C\O[C@@]2(C)Oc3c(C)c(O)c4c(O)c(NC(=O)\C(=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C)c(\C=N\N5CCN(C)CC5)c(O)c4c3C2=O
  • IUPAC name: 
    (2S,12Z,14E,16S,17S,18R,19R,20R,21S,22R,23S,24E)-5,6,9,17,19-pentahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-8-{(E)-[(4-methylpiperazin-1-yl)imino]methyl}-1,11-dioxo-1,2-dihydro-2,7-(epoxypentadeca[1,11,13]trienoimino)naphtho[2,1-b]furan-21-yl acetate
  • InChi: 
    InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,49-53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,44-20+/t21-,23+,24+,25+,29-,34-,35+,39+,43-/m0/s1
  • InChiKey: 
    JQXXHWHPUNPDRT-WLSIYKJHSA-N
  • SMARTS: 
    [#6]-[#8]-[#6@H]1/[#6]=[#6]/[#8]-[#6@@]2(-[#6])-[#8]-[#6]3:[#6](-[#6]):[#6](-[#8]):[#6]4:[#6](-[#8]):[#6](-[#7]-[#6](=[#8])/[#6](=[#6]\[#6]=[#6]\[#6@H](-[#6])-[#6@H](-[#8])-[#6@@H](-[#6])-[#6@@H](-[#8])-[#6@@H](-[#6])-[#6@H](-[#8]-[#6](-[#6])=[#8])-[#6@@H]-1-[#6])-[#6]):[#6](/[#6]=[#7]/[#7]1-[#6]-[#6]-[#7](-[#6])-[#6]-[#6]-1):[#6](-[#8]):[#6]:4:[#6]:3-[#6]-2=[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 136262914 ChEMBL Logo CHEMBL374478 PDB Logo RFP DrugBank Logo DB01045

RNA-SM complexes

PDB code Deposition date Reference publication
5uh6 Jan. 11, 2017 Lin Wei, Mandal Soma, Degen David, Liu Yu, Ebright Yon W., Li Shengjian, Feng Yu, Zhang Yu, Mandal Sukhendu, Jiang Yi, Liu Shuang, Gigliotti Matthew, Talaue Meliza, Connell Nancy, Das Kalyan, Arnold Eddy, Ebright Richard H.. 2017. Structural Basis of Mycobacterium tuberculosis Transcription and Transcription Inhibition Molecular Cell
5uhc Jan. 11, 2017 Lin Wei, Mandal Soma, Degen David, Liu Yu, Ebright Yon W., Li Shengjian, Feng Yu, Zhang Yu, Mandal Sukhendu, Jiang Yi, Liu Shuang, Gigliotti Matthew, Talaue Meliza, Connell Nancy, Das Kalyan, Arnold Eddy, Ebright Richard H.. 2017. Structural Basis of Mycobacterium tuberculosis Transcription and Transcription Inhibition Molecular Cell

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 822.41 g/mol
HBA 15
HBD 6
HBA + HBD
AlogP 4.34
TPSA 220.15
RB 4

Radar chart