HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound FAD

Identifiers

  • Canonical SMILES: 
    Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P@](O)(=O)O[P@@](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)c2cc1C
  • IUPAC name: 
    [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen diphosphate (non-preferred name)
  • InChi: 
    InChI=1S/C27H33N9O15P2/c1-10-3-12-13(4-11(10)2)35(24-18(32-12)25(42)34-27(43)33-24)5-14(37)19(39)15(38)6-48-52(44,45)51-53(46,47)49-7-16-20(40)21(41)26(50-16)36-9-31-17-22(28)29-8-30-23(17)36/h3-4,8-9,14-16,19-21,26,37-41H,5-7H2,1-2H3,(H,44,45)(H,46,47)(H2,28,29,30)(H,34,42,43)/t14-,15+,16+,19-,20+,21+,26+/m0/s1
  • InChiKey: 
    VWWQXMAJTJZDQX-UYBVJOGSSA-N
  • SMARTS: 
    [#6]-[#6]1:[#6]:[#6]2:[#7]:[#6]3:[#6](=[#8]):[#7]:[#6](=[#8]):[#7]:[#6]-3:[#7](-[#6]-[#6@H](-[#8])-[#6@H](-[#8])-[#6@H](-[#8])-[#6]-[#8]-[#15@](-[#8])(=[#8])-[#8]-[#15@@](-[#8])(=[#8])-[#8]-[#6]-[#6@H]3-[#8]-[#6@H](-[#6@H](-[#8])-[#6@@H]-3-[#8])-[#7]3:[#6]:[#7]:[#6]4:[#6](-[#7]):[#7]:[#6]:[#7]:[#6]:3:4):[#6]:2:[#6]:[#6]:1-[#6]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

643975 CHEMBL1232653 DB03147

RNA-SM complexes

PDB code Deposition date Reference publication
9ljr Jan. 15, 2025 Wang De-Ping, Zhao Rong, Hu Wen-Shu, Li Hai-Ning, Cao Ji-Min, Zhou Xin, Xiang Ye. . Structural insights into polymerase-catalyzed FAD capping of hepatitis C virus RNA Nature Communications
9ljs Jan. 15, 2025 Wang De-Ping, Zhao Rong, Hu Wen-Shu, Li Hai-Ning, Cao Ji-Min, Zhou Xin, Xiang Ye. . Structural insights into polymerase-catalyzed FAD capping of hepatitis C virus RNA Nature Communications
9ljt Jan. 15, 2025 Wang De-Ping, Zhao Rong, Hu Wen-Shu, Li Hai-Ning, Cao Ji-Min, Zhou Xin, Xiang Ye. . Structural insights into polymerase-catalyzed FAD capping of hepatitis C virus RNA Nature Communications
9lju Jan. 15, 2025 Wang De-Ping, Zhao Rong, Hu Wen-Shu, Li Hai-Ning, Cao Ji-Min, Zhou Xin, Xiang Ye. . Structural insights into polymerase-catalyzed FAD capping of hepatitis C virus RNA Nature Communications
9ljv Jan. 15, 2025 Wang De-Ping, Zhao Rong, Hu Wen-Shu, Li Hai-Ning, Cao Ji-Min, Zhou Xin, Xiang Ye. . Structural insights into polymerase-catalyzed FAD capping of hepatitis C virus RNA Nature Communications

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 785.16 g/mol
HBA 19
HBD 9
HBA + HBD
AlogP -2.42
TPSA 362.93
RB 13

Radar chart