NP-MRD: Showing NP-Card for 2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one (NP0192250)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 09:24:45 UTC

Updated at

2022-09-04 09:24:46 UTC

NP-MRD ID

NP0192250

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one

Description

8-Hydroxy-5-deazaflavin, also known as factor 420 or 8-HDF CPD, belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene. 2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one is found in Methanothermobacter thermautotrophicus. 2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one was first documented in 2015 (PMID: 25781338). Based on a literature review a small amount of articles have been published on 8-Hydroxy-5-deazaflavin (PMID: 32753591) (PMID: 31846308) (PMID: 27122598).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042211242D          

 26 28  0  0  0  0            999 V2000
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 15 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
  2 26  1  0  0  0  0
M  END

     RDKit          3D

 43 45  0  0  0  0  0  0  0  0999 V2000
    0.6851   -4.0885    1.7849 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3767   -3.0549    1.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6766   -3.0044    1.9565 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4160   -1.8810    1.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9065   -0.8356    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    0.2872    0.6025 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297    1.2859   -0.1428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7172    2.4321   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359    2.6014   -0.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1017    3.4042   -1.2189 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8259    3.2641   -1.6160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2199    4.2666   -2.3611 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1668    2.1490   -1.2784 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7367    1.1589   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9589    0.0758   -0.2758 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3863   -0.0243   -0.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591    0.5679    0.2924 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1514    0.1645    1.5850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7811    0.4513   -0.1849 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8381    0.8889   -1.5070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4015   -0.8882    0.0181 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8114   -1.8824   -0.7187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8537   -0.7880   -0.4298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5442    0.1950    0.2586 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -0.8969    0.4403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094   -2.0146    0.7548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0720   -3.8373    2.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4390   -1.8128    1.9877 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6534    0.3778    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6783    1.8096   -0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203    5.2318   -2.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7057   -0.9781   -1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4677    0.6832   -1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1630    1.6866    0.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512   -0.6949    1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    1.1858    0.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1496    0.1701   -2.1259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4337   -1.0969    1.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6873   -2.7020   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3149   -1.7811   -0.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -0.6906   -1.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0299    0.7328   -0.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1986   -2.1181    0.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 21  1  0
 21 22  1  0
 21 19  1  0
 19 20  1  0
 19 17  1  0
 17 18  1  0
 17 16  1  0
 16 15  1  0
 15 25  1  0
 25 26  2  0
 26  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
  5 25  1  0
 14  7  1  0
 24 42  1  0
 23 40  1  0
 23 41  1  0
 21 38  1  1
 22 39  1  0
 19 36  1  1
 20 37  1  0
 17 34  1  1
 18 35  1  0
 16 32  1  0
 16 33  1  0
 26 43  1  0
  3 27  1  0
  4 28  1  0
  6 29  1  0
  9 30  1  0
 12 31  1  0
M  END


  Mrv1652309042211242D          

 26 28  0  0  0  0            999 V2000
    0.7145   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 15 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
  2 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0192250

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC(O)C(O)C(O)CN1C2=CC(=O)C=CC2=CC2=C(O)N=C(O)N=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N3O7/c20-6-12(23)13(24)11(22)5-19-10-4-8(21)2-1-7(10)3-9-14(19)17-16(26)18-15(9)25/h1-4,11-13,20,22-24H,5-6H2,(H2,17,18,25,26)

> <INCHI_KEY>
HJMIIBXYFPJZBP-UHFFFAOYSA-N

> <FORMULA>
C16H17N3O7

> <MOLECULAR_WEIGHT>
363.326

> <EXACT_MASS>
363.106649899

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.84275909080226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)-8H,10H-pyrimido[4,5-b]quinolin-8-one

> <JCHEM_LOGP>
-0.901885015333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.420501494535102

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.473468175993254

> <JCHEM_PKA_STRONGEST_BASIC>
1.6098766711797385

> <JCHEM_POLAR_SURFACE_AREA>
167.47

> <JCHEM_REFRACTIVITY>
93.96709999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  O   UNK     0       1.334  -3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334   5.390   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       4.001   5.390   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0       5.335   3.080   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       4.001   0.770   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668   2.310   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      12.003   0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   14                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    7   15                                                  
CONECT   15   14   16   25                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25   15    5   26                                                  
CONECT   26   25    2                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
7,8-Didemethyl-8-hydroxy-5-deazariboflavin	MeSH
Factor 420	MeSH
8-HDF CPD	MeSH

Chemical Formula

C₁₆H₁₇N₃O₇

Average Mass

363.3260 Da

Monoisotopic Mass

363.10665 Da

IUPAC Name

2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)-8H,10H-pyrimido[4,5-b]quinolin-8-one

Traditional Name

2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one

CAS Registry Number

Not Available

SMILES

OCC(O)C(O)C(O)CN1C2=CC(=O)C=CC2=CC2=C(O)N=C(O)N=C12

InChI Identifier

InChI=1S/C16H17N3O7/c20-6-12(23)13(24)11(22)5-19-10-4-8(21)2-1-7(10)3-9-14(19)17-16(26)18-15(9)25/h1-4,11-13,20,22-24H,5-6H2,(H2,17,18,25,26)

InChI Key

HJMIIBXYFPJZBP-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Methanothermobacter thermautotrophicus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and derivatives are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Not Available

Direct Parent

Quinolines and derivatives

Alternative Parents

Substituents

Pyrido[2,3-d]pyrimidine
Quinoline
Pyridopyrimidine
Pyrimidone
Benzenoid
Pyrimidine
Pyridine
Heteroaromatic compound
Vinylogous amide
Cyclic ketone
Urea
Secondary alcohol
Lactam
Azacycle
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.9	ChemAxon
pKa (Strongest Acidic)	10.47	ChemAxon
pKa (Strongest Basic)	1.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	167.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	93.97 m³·mol⁻¹	ChemAxon
Polarizability	34.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

108884

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122079

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cuccioloni M, Bonfili L, Cecarini V, Cocchioni F, Petrelli D, Crotti E, Zanchi R, Eleuteri AM, Angeletti M: Structure/activity virtual screening and in vitro testing of small molecule inhibitors of 8-hydroxy-5-deazaflavin:NADPH oxidoreductase from gut methanogenic bacteria. Sci Rep. 2020 Aug 4;10(1):13150. doi: 10.1038/s41598-020-70042-w. [PubMed:32753591 ]
Oldemeyer S, Haddad AZ, Fleming GR: Interconnection of the Antenna Pigment 8-HDF and Flavin Facilitates Red-Light Reception in a Bifunctional Animal-like Cryptochrome. Biochemistry. 2020 Feb 4;59(4):594-604. doi: 10.1021/acs.biochem.9b00875. Epub 2019 Dec 26. [PubMed:31846308 ]
Greening C, Ahmed FH, Mohamed AE, Lee BM, Pandey G, Warden AC, Scott C, Oakeshott JG, Taylor MC, Jackson CJ: Physiology, Biochemistry, and Applications of F420- and Fo-Dependent Redox Reactions. Microbiol Mol Biol Rev. 2016 Apr 27;80(2):451-93. doi: 10.1128/MMBR.00070-15. Print 2016 Jun. [PubMed:27122598 ]
Philmus B, Decamps L, Berteau O, Begley TP: Biosynthetic versatility and coordinated action of 5'-deoxyadenosyl radicals in deazaflavin biosynthesis. J Am Chem Soc. 2015 Apr 29;137(16):5406-13. doi: 10.1021/ja513287k. Epub 2015 Apr 20. [PubMed:25781338 ]
LOTUS database [Link]

Showing NP-Card for 2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one (NP0192250)

MOL for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

3D MOL for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

3D SDF for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

3D-SDF for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

PDB for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

3D PDB for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

SMILES for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

INCHI for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

Structure for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)

3D Structure for NP0192250 (2,4-dihydroxy-10-(2,3,4,5-tetrahydroxypentyl)pyrimido[4,5-b]quinolin-8-one)