HARIBOSS

Harnessing RIBOnucleic acid - Small molecules Structures

Compound FMN

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)c2cc1C
  • IUPAC name: 
    1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-5-O-phosphono-D-ribitol
  • InChi: 
    InChI=1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1
  • InChiKey: 
    FVTCRASFADXXNN-SCRDCRAPSA-N

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

643976 CHEMBL1201794 DB03247

RNA-SM complexes

PDB code Deposition date Reference publication
1fmn Dec. 4, 1995 Fan Pei, Suri Asif K., Fiala Radovan, Live David, Patel Dinshaw J.. . Molecular Recognition in the FMN – RNA Aptamer Complex Journal of Molecular Biology
2yie May 12, 2011 Vicens Quentin, Mondragón Estefanía, Batey Robert T.. . Molecular sensing by the aptamer domain of the FMN riboswitch: a general model for ligand binding by conformational selection Nucleic Acids Research
3b0u June 14, 2011 Yu Futao, Tanaka Yoshikazu, Yamashita Keitaro, Suzuki Takeo, Nakamura Akiyoshi, Hirano Nagisa, Suzuki Tsutomu, Yao Min, Tanaka Isao. . Molecular basis of dihydrouridine formation on tRNA Proceedings of the National Academy of Sciences
3b0u June 14, 2011 Yu Futao, Tanaka Yoshikazu, Yamashita Keitaro, Suzuki Takeo, Nakamura Akiyoshi, Hirano Nagisa, Suzuki Tsutomu, Yao Min, Tanaka Isao. . Molecular basis of dihydrouridine formation on tRNA Proceedings of the National Academy of Sciences
3b0v June 14, 2011 Yu Futao, Tanaka Yoshikazu, Yamashita Keitaro, Suzuki Takeo, Nakamura Akiyoshi, Hirano Nagisa, Suzuki Tsutomu, Yao Min, Tanaka Isao. . Molecular basis of dihydrouridine formation on tRNA Proceedings of the National Academy of Sciences
3b0v June 14, 2011 Yu Futao, Tanaka Yoshikazu, Yamashita Keitaro, Suzuki Takeo, Nakamura Akiyoshi, Hirano Nagisa, Suzuki Tsutomu, Yao Min, Tanaka Isao. . Molecular basis of dihydrouridine formation on tRNA Proceedings of the National Academy of Sciences
3f2q Oct. 30, 2008 Serganov Alexander, Huang Lili, Patel Dinshaw J.. . Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch Nature
3f2t Oct. 30, 2008 Serganov Alexander, Huang Lili, Patel Dinshaw J.. . Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch Nature
3f2w Oct. 30, 2008 Serganov Alexander, Huang Lili, Patel Dinshaw J.. . Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch Nature
3f2x Oct. 30, 2008 Serganov Alexander, Huang Lili, Patel Dinshaw J.. . Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch Nature
3f2y Oct. 30, 2008 Serganov Alexander, Huang Lili, Patel Dinshaw J.. . Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch Nature
3f30 Oct. 30, 2008 Serganov Alexander, Huang Lili, Patel Dinshaw J.. . Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch Nature
3f4e Oct. 31, 2008 Serganov Alexander, Huang Lili, Patel Dinshaw J.. . Coenzyme recognition and gene regulation by a flavin mononucleotide riboswitch Nature
4yco Feb. 20, 2015 Byrne Robert T., Jenkins Huw T., Peters Daniel T., Whelan Fiona, Stowell James, Aziz Naveed, Kasatsky Pavel, Rodnina Marina V., Koonin Eugene V., Konevega Andrey L., Antson Alfred A.. . Major reorientation of tRNA substrates defines specificity of dihydrouridine synthases Proceedings of the National Academy of Sciences
4yco Feb. 20, 2015 Byrne Robert T., Jenkins Huw T., Peters Daniel T., Whelan Fiona, Stowell James, Aziz Naveed, Kasatsky Pavel, Rodnina Marina V., Koonin Eugene V., Konevega Andrey L., Antson Alfred A.. . Major reorientation of tRNA substrates defines specificity of dihydrouridine synthases Proceedings of the National Academy of Sciences
4yco Feb. 20, 2015 Byrne Robert T., Jenkins Huw T., Peters Daniel T., Whelan Fiona, Stowell James, Aziz Naveed, Kasatsky Pavel, Rodnina Marina V., Koonin Eugene V., Konevega Andrey L., Antson Alfred A.. . Major reorientation of tRNA substrates defines specificity of dihydrouridine synthases Proceedings of the National Academy of Sciences
4ycp Feb. 20, 2015 Byrne Robert T., Jenkins Huw T., Peters Daniel T., Whelan Fiona, Stowell James, Aziz Naveed, Kasatsky Pavel, Rodnina Marina V., Koonin Eugene V., Konevega Andrey L., Antson Alfred A.. . Major reorientation of tRNA substrates defines specificity of dihydrouridine synthases Proceedings of the National Academy of Sciences
7rwr Aug. 20, 2021 Samuelian John S., Gremminger Thomas J., Song Zhenwei, Poudyal Raghav R., Li Jun, Zhou Yuanzhe, Staller Seth A., Carballo Johan A., Roychowdhury-Saha Manami, Chen Shi-Jie, Burke Donald H., Heng Xiao, Baum Dana A.. . An RNA aptamer that shifts the reduction potential of metabolic cofactors Nature Chemical Biology

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 456.11 g/mol
HBA 9
HBD 6
HBA + HBD
AlogP -1.61
TPSA 208.09
RB 7

Radar chart