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
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
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 10
HBD 6
HBA + HBD
AlogP -1.61
TPSA 208.09
RB 7

Radar chart