HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound NEG

Identifiers

  • Canonical SMILES: 
    CN(CC(O)=O)NC(=O)C[C@H](N)C[C@@H](O)CN
  • IUPAC name: 
    {2-[(3R,5R)-3,6-diamino-5-hydroxyhexanoyl]-1-methylhydrazino}acetic acid (non-preferred name)
  • InChi: 
    InChI=1S/C9H20N4O4/c1-13(5-9(16)17)12-8(15)3-6(11)2-7(14)4-10/h6-7,14H,2-5,10-11H2,1H3,(H,12,15)(H,16,17)/t6-,7-/m1/s1
  • InChiKey: 
    IKHFJPZQZVMLRH-RNFRBKRXSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

11118411 CHEMBL78628

RNA-SM complexes

PDB code Deposition date Reference publication
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4w2i Sept. 12, 2014 Polikanov Yury S., Szal Teresa, Jiang Fuyan, Gupta Pulkit, Matsuda Ryoichi, Shiozuka Masataka, Steitz Thomas A., Vázquez-Laslop Nora, Mankin Alexander S.. . Negamycin Interferes with Decoding and Translocation by Simultaneous Interaction with rRNA and tRNA Molecular Cell
4wf1 Sept. 11, 2014 Olivier Nelson B., Altman Roger B., Noeske Jonas, Basarab Gregory S., Code Erin, Ferguson Andrew D., Gao Ning, Huang Jian, Juette Manuel F., Livchak Stephania, Miller Matthew D., Prince D. Bryan, Cate Jamie H. D., Buurman Ed T., Blanchard Scott C.. . Negamycin induces translational stalling and miscoding by binding to the small subunit head domain of the Escherichia coli ribosome Proceedings of the National Academy of Sciences

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 248.15 g/mol
HBA 6
HBD 5
HBA + HBD
AlogP -2.54
TPSA 141.91
RB 8

Radar chart