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Harnessing RIBOnucleic acid - Small molecules Structures

Compound EQ1

Identifiers

  • Canonical SMILES: 
    NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P](O)(=O)n4cc[n+](c4N)[P](O)(=O)OC[C@H]5O[C@H]([C@H](O)[C@@H]5O)n6cnc7C(=O)NC(=Nc67)N)[C@@H](O)[C@H]3O
  • IUPAC name: 
    2-amino-1-[(R)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-3-[(S)-{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]-1H-imidazol-3-ium (non-preferred name)
  • InChi: 
    InChI=1S/C23H29N13O14P2/c24-21-29-15-9(17(41)31-21)27-5-33(15)19-13(39)11(37)7(49-19)3-47-51(43,44)35-1-2-36(23(35)26)52(45,46)48-4-8-12(38)14(40)20(50-8)34-6-28-10-16(34)30-22(25)32-18(10)42/h1-2,5-8,11-14,19-20,26,37-40H,3-4H2,(H8,24,25,29,30,31,32,41,42,43,44,45,46)/p+1/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
  • InChiKey: 
    NQKWYRRUFGLPHK-XPWFQUROSA-O
  • SMARTS: 
    [#7]-[#6]1:[#7]:[#6]2:[#7](:[#6]:[#7]:[#6]:2:[#6](=[#8]):[#7]:1)-[#6@@H]1-[#8]-[#6@H](-[#6]-[#8]-[#15](-[#8])(=[#8])-[#7]2:[#6]:[#6]:[#7+](:[#6]:2-[#7])-[#15](-[#8])(=[#8])-[#8]-[#6]-[#6@H]2-[#8]-[#6@H](-[#6@H](-[#8])-[#6@@H]-2-[#8])-[#7]2:[#6]:[#7]:[#6]3:[#6](=[#8]):[#7]:[#6](:[#7]:[#6]:2:3)-[#7])-[#6@@H](-[#8])-[#6@H]-1-[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PubChem Logo 135567407 PDB Logo EQ1

RNA-SM complexes

PDB code Deposition date Reference publication
6c8e Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8e Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8k Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8k Jan. 24, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8l Jan. 25, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8l Jan. 25, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
6c8m Jan. 25, 2018 Zhang Wen, Walton Travis, Li Li, Szostak Jack W. 2018. Crystallographic observation of nonenzymatic RNA primer extension eLife
9ol2 May 11, 2025 Fang Ziyuan, Acikgoz Orhan, Jia Xiwen, Essex Jahmyl, Wen Ruby, Szostak Jack W. 2025. Impact of 2′-deoxyribo-purine substrates on nonenzymatic RNA template-directed primer extension Nucleic Acids Research
9ol2 May 11, 2025 Fang Ziyuan, Acikgoz Orhan, Jia Xiwen, Essex Jahmyl, Wen Ruby, Szostak Jack W. 2025. Impact of 2′-deoxyribo-purine substrates on nonenzymatic RNA template-directed primer extension Nucleic Acids Research

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 774.15 g/mol
HBA 19
HBD 11
HBA + HBD
AlogP -5.04
TPSA 406.45
RB 10

Radar chart