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Harnessing RIBOnucleic acid - Small molecules Structures

Compound WCP

Identifiers

  • Canonical SMILES: 
    O[C@]1(CN2C(=O)C=Cc3ncc(F)c1c23)CC45CCC(CC4)(CO5)NCc6ccc7OCC(=O)Nc7n6
  • IUPAC name: 
    (4R)-3-fluoro-4-hydroxy-4-{[(1r,4R)-4-{[(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)methyl]amino}-2-oxabicyclo[2.2.2]oct-1-yl]methyl}-4,5-dihydro-7H-pyrrolo[3,2,1-de][1,5]naphthyridin-7-one
  • InChi: 
    InChI=1S/C26H26FN5O5/c27-16-10-28-17-2-4-20(34)32-13-26(35,21(16)22(17)32)12-25-7-5-24(6-8-25,14-37-25)29-9-15-1-3-18-23(30-15)31-19(33)11-36-18/h1-4,10,29,35H,5-9,11-14H2,(H,30,31,33)/t24-,25-,26-/m0/s1
  • InChiKey: 
    XTHQMKOHGLBSON-GSDHBNRESA-N
  • SMARTS: 
    [#8]-[#6@]1(-[#6]-[#7]2:[#6](=[#8]):[#6]:[#6]:[#6]3:[#7]:[#6]:[#6](-[#9]):[#6]-1:[#6]:2:3)-[#6]-[#6]12-[#6]-[#6]-[#6](-[#6]-[#6]-1)(-[#6]-[#8]-2)-[#7]-[#6]-[#6]1:[#6]:[#6]:[#6]2-[#8]-[#6]-[#6](=[#8])-[#7]-[#6]:2:[#7]:1

Chemistry rules

Lipinski's RO5 Veber Pfizer's 3/75

External links

PDB Logo WCP

RNA-SM complexes

PDB code Deposition date Reference publication
5bs3 June 1, 2015 Singh Sheo B., Kaelin David E., Wu Jin, Miesel Lynn, Tan Christopher M., Black Todd, Nargund Ravi, Meinke Peter T., Olsen David B., Lagrutta Armando, Lu Jun, Patel Sangita, Rickert Keith W., Smith Robert F., Soisson Stephen, Sherer Edward, Joyce Leo A., Wei Changqing, Peng Xuanjia, Wang Xiu, Fukuda Hideyuki, Kishii Ryuta, Takei Masaya, Takano Hisashi, Shibasaki Mitsuhito, Yajima Masanobu, Nishimura Akinori, Shibata Takeshi, Fukuda Yasumichi. 2015. Tricyclic 1,5-naphthyridinone oxabicyclooctane-linked novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents-SAR of left-hand-side moiety (Part-2) Bioorganic & Medicinal Chemistry Letters

Physicochemical filters

Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 507.19 g/mol
HBA 8
HBD 3
HBA + HBD
AlogP 1.72
TPSA 127.60
RB 5

Radar chart