HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound AMP

Identifiers

  • Canonical SMILES: 
    Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O
  • IUPAC name: 
    5'-adenylic acid
  • InChi: 
    InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
  • InChiKey: 
    UDMBCSSLTHHNCD-KQYNXXCUSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

6083 CHEMBL752 DB00131

RNA-SM complexes

PDB code Deposition date Reference publication
1am0 June 19, 1997 Jiang Feng, Kumar R. Ajay, Jones Roger A., Patel Dinshaw J.. . Structural basis of RNA folding and recognition in an AMP–RNA aptamer complex Nature
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1cvj Aug. 23, 1999 Deo Rahul C, Bonanno Jeffrey B, Sonenberg Nahum, Burley Stephen K. . Recognition of Polyadenylate RNA by the Poly(A)-Binding Protein Cell
1qf6 April 6, 1999 Sankaranarayanan Rajan, Dock-Bregeon Anne-Catherine, Romby Pascale, Caillet Joel, Springer Mathias, Rees Bernard, Ehresmann Chantal, Ehresmann Bernard, Moras Dino. . The Structure of Threonyl-tRNA Synthetase-tRNAThr Complex Enlightens Its Repressor Activity and Reveals an Essential Zinc Ion in the Active Site Cell
1raw July 17, 1996
3j7y Aug. 26, 2014 Brown Alan, Amunts Alexey, Bai Xiao-chen, Sugimoto Yoichiro, Edwards Patricia C., Murshudov Garib, Scheres Sjors H. W., Ramakrishnan V.. . Structure of the large ribosomal subunit from human mitochondria Science
4lfz June 27, 2013 Maehigashi Tatsuya, Dunkle Jack A., Miles Stacey J., Dunham Christine M.. . Structural insights into +1 frameshifting promoted by expanded or modification-deficient anticodon stem loops Proceedings of the National Academy of Sciences
4m30 Aug. 5, 2013 Court Donald L., Gan Jianhua, Liang Yu-He, Shaw Gary X., Tropea Joseph E., Costantino Nina, Waugh David S., Ji Xinhua. . RNase III: Genetics and Function; Structure and Mechanism Annual Review of Genetics
4m30 Aug. 5, 2013 Court Donald L., Gan Jianhua, Liang Yu-He, Shaw Gary X., Tropea Joseph E., Costantino Nina, Waugh David S., Ji Xinhua. . RNase III: Genetics and Function; Structure and Mechanism Annual Review of Genetics
4ndf Oct. 26, 2013 Tumbale Percy, Williams Jessica S., Schellenberg Matthew J., Kunkel Thomas A., Williams R. Scott. . Aprataxin resolves adenylated RNA–DNA junctions to maintain genome integrity Nature
4ndf Oct. 26, 2013 Tumbale Percy, Williams Jessica S., Schellenberg Matthew J., Kunkel Thomas A., Williams R. Scott. . Aprataxin resolves adenylated RNA–DNA junctions to maintain genome integrity Nature
4ndi Oct. 26, 2013 Tumbale Percy, Williams Jessica S., Schellenberg Matthew J., Kunkel Thomas A., Williams R. Scott. . Aprataxin resolves adenylated RNA–DNA junctions to maintain genome integrity Nature
4ndi Oct. 26, 2013 Tumbale Percy, Williams Jessica S., Schellenberg Matthew J., Kunkel Thomas A., Williams R. Scott. . Aprataxin resolves adenylated RNA–DNA junctions to maintain genome integrity Nature
4rdx Sept. 20, 2014 Tian Qingnan, Wang Caiyan, Liu Yuhuan, Xie Wei. . Structural basis for recognition of G-1-containing tRNA by histidyl-tRNA synthetase Nucleic Acids Research
5fdu Dec. 16, 2015 Seefeldt A. Carolin, Graf Michael, Pérébaskine Natacha, Nguyen Fabian, Arenz Stefan, Mardirossian Mario, Scocchi Marco, Wilson Daniel N., Innis C. Axel. . Structure of the mammalian antimicrobial peptide Bac7(1–16) bound within the exit tunnel of a bacterial ribosome Nucleic Acids Research
6cvo March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvo March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvp March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvp March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvq March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvq March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvr March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvr March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvt March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6cvt March 28, 2018 Tumbale Percy, Schellenberg Matthew J, Mueller Geoffrey A, Fairweather Emma, Watson Mandy, Little Jessica N, Krahn Juno, Waddell Ian, London Robert E, Williams R Scott. . Mechanism of APTX nicked DNA sensing and pleiotropic inactivation in neurodegenerative disease The EMBO Journal
6of6 March 28, 2019 Nguyen Ha An, Sunita S., Dunham Christine M.. . Disruption of evolutionarily correlated tRNA elements impairs accurate decoding Proceedings of the National Academy of Sciences
6qul Feb. 27, 2019 Scaiola Alain, Leibundgut Marc, Boehringer Daniel, Caspers Patrick, Bur Daniel, Locher Hans H., Rueedi Georg, Ritz Daniel. . Structural basis of translation inhibition by cadazolid, a novel quinoxolidinone antibiotic Scientific Reports
6tb7 Nov. 1, 2019 Huang Lin, Wang Jia, Lilley David M.J.. . Structure and ligand binding of the ADP-binding domain of the NAD+ riboswitch RNA
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6ymi April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
6yml April 8, 2020 Huang Lin, Liao Ting-Wei, Wang Jia, Ha Taekjip, Lilley David M J. . Crystal structure and ligand-induced folding of the SAM/SAH riboswitch Nucleic Acids Research
8sx6 May 19, 2023 Dantsu Yuliya, Zhang Ying, Zhang Wen. . Insight into the structures of unusual base pairs in RNA complexes containing a primer/template/adenosine ligand RSC Chemical Biology
8sxl May 22, 2023 Dantsu Yuliya, Zhang Ying, Zhang Wen. . Insight into the structures of unusual base pairs in RNA complexes containing a primer/template/adenosine ligand RSC Chemical Biology
8sxl May 22, 2023 Dantsu Yuliya, Zhang Ying, Zhang Wen. . Insight into the structures of unusual base pairs in RNA complexes containing a primer/template/adenosine ligand RSC Chemical Biology
8sxl May 22, 2023 Dantsu Yuliya, Zhang Ying, Zhang Wen. . Insight into the structures of unusual base pairs in RNA complexes containing a primer/template/adenosine ligand RSC Chemical Biology
9dpl Sept. 22, 2024 Devarkar Swapnil C, Budding Christina R, Pathirage Chathuri, Kavoor Arundhati, Herbert Cassandra, Limbach Patrick A, Musier-Forsyth Karin, Xiong Yong. . Structural basis for aminoacylation of cellular modified tRNALys3 by human lysyl-tRNA synthetase Nucleic Acids Research

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 347.22 g/mol
HBA not available
HBD not available
HBA + HBD
AlogP not available
TPSA not available
RB not available

Radar chart