HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound TRP

Identifiers

  • Canonical SMILES: 
    N[C@@H](Cc1c[nH]c2ccccc12)C(O)=O
  • IUPAC name: 
    L-tryptophan
  • InChi: 
    InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1
  • InChiKey: 
    QIVBCDIJIAJPQS-VIFPVBQESA-N
  • SMARTS: 
    [#7]-[#6@@H](-[#6]-[#6]1:[#6]:[#7]:[#6]2:[#6]:[#6]:[#6]:[#6]:[#6]:1:2)-[#6](-[#8])=[#8]

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

6923516 CHEMBL54976 DB00150

RNA-SM complexes

PDB code Deposition date Reference publication
4uy8 Aug. 29, 2014 Bischoff Lukas, Berninghausen Otto, Beckmann Roland. . Molecular Basis for the Ribosome Functioning as an L-Tryptophan Sensor Cell Reports
4uy8 Aug. 29, 2014 Bischoff Lukas, Berninghausen Otto, Beckmann Roland. . Molecular Basis for the Ribosome Functioning as an L-Tryptophan Sensor Cell Reports
6i0y Oct. 26, 2018 Tian Pengfei, Steward Annette, Kudva Renuka, Su Ting, Shilling Patrick J., Nickson Adrian A., Hollins Jeffrey J., Beckmann Roland, von Heijne Gunnar, Clarke Jane, Best Robert B.. . Folding pathway of an Ig domain is conserved on and off the ribosome Proceedings of the National Academy of Sciences
7o19 March 29, 2021 van der Stel Anne-Xander, Gordon Emily R., Sengupta Arnab, Martínez Allyson K., Klepacki Dorota, Perry Thomas N., Herrero del Valle Alba, Vázquez-Laslop Nora, Sachs Matthew S., Cruz-Vera Luis R., Innis C. Axel. . Structural basis for the tryptophan sensitivity of TnaC-mediated ribosome stalling Nature Communications
7o1a March 29, 2021 van der Stel Anne-Xander, Gordon Emily R., Sengupta Arnab, Martínez Allyson K., Klepacki Dorota, Perry Thomas N., Herrero del Valle Alba, Vázquez-Laslop Nora, Sachs Matthew S., Cruz-Vera Luis R., Innis C. Axel. . Structural basis for the tryptophan sensitivity of TnaC-mediated ribosome stalling Nature Communications
7o1c March 29, 2021 van der Stel Anne-Xander, Gordon Emily R., Sengupta Arnab, Martínez Allyson K., Klepacki Dorota, Perry Thomas N., Herrero del Valle Alba, Vázquez-Laslop Nora, Sachs Matthew S., Cruz-Vera Luis R., Innis C. Axel. . Structural basis for the tryptophan sensitivity of TnaC-mediated ribosome stalling Nature Communications
7oiz May 13, 2021 Su Ting, Kudva Renuka, Becker Thomas, Buschauer Robert, Komar Tobias, Berninghausen Otto, von Heijne Gunnar, Cheng Jingdong, Beckmann Roland. . Structural basis of l-tryptophan-dependent inhibition of release factor 2 by the TnaC arrest peptide Nucleic Acids Research
7oj0 May 13, 2021 Su Ting, Kudva Renuka, Becker Thomas, Buschauer Robert, Komar Tobias, Berninghausen Otto, von Heijne Gunnar, Cheng Jingdong, Beckmann Roland. . Structural basis of l-tryptophan-dependent inhibition of release factor 2 by the TnaC arrest peptide Nucleic Acids Research

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 204.09 g/mol
HBA 2
HBD 3
HBA + HBD
AlogP 1.12
TPSA 79.11
RB 3

Radar chart