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Showing NP-Card for 8-methoxyfuro[2,3-b]quinolin-4-ol (NP0158342)

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Record Information
Version2.0
Created at2022-09-02 15:54:33 UTC
Updated at2022-09-02 15:54:33 UTC
NP-MRD IDNP0158342
Secondary Accession NumbersNone
Natural Product Identification
Common Name8-methoxyfuro[2,3-b]quinolin-4-ol
Description8-Methoxyfuro[2,3-b]quinolin-4-ol belongs to the class of organic compounds known as furanoquinolines. Furanoquinolines are compounds containing a furan ring fused to a quinoline. 8-Methoxyfuro[2,3-b]quinolin-4-ol is a moderately basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)


  Mrv1533004241516402D          

 16 18  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
    0.7145   -1.2375    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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
    2.8579    0.8250    0.0000 O   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
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  3 16  2  0  0  0  0
  7 16  1  0  0  0  0
M  END
Download

3D MOL for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)

     RDKit          3D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -4.0224    0.3923   -0.9750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6714    0.1116   -1.0506 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7403    0.3172   -0.0427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1561    0.8471    1.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2537    1.0718    2.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0616    0.7624    2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5154    0.2358    0.8598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8453   -0.0705    0.7058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7551    0.1381    1.7111 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2526   -0.5985   -0.4947 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4654   -1.0193   -1.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2422   -1.4598   -2.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9644   -1.3102   -2.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3266   -0.8076   -1.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0112   -0.4923   -1.3241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4029    0.0195   -0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5125   -0.4363   -0.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4596    0.3341   -1.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2793    1.3276   -0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1944    1.1000    1.3155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6483    1.4892    3.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7798    0.9305    2.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7236   -0.0521    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3884   -0.9760   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0094   -1.8546   -2.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 16  2  0
 16 15  1  0
 15 14  2  0
 14 13  1  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  8  2  0
  8  9  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  7 16  1  0
 10 14  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
 12 25  1  0
 11 24  1  0
  9 23  1  0
  6 22  1  0
  5 21  1  0
  4 20  1  0
M  END
Download

3D SDF for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)


  Mrv1533004241516402D          

 16 18  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
    0.7145   -1.2375    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
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   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
    2.8579    0.8250    0.0000 O   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
    4.3570   -0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3570   -1.4924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
  3 16  2  0  0  0  0
  7 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158342

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2N=C3OC=CC3=C(O)C2=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H9NO3/c1-15-9-4-2-3-7-10(9)13-12-8(11(7)14)5-6-16-12/h2-6H,1H3,(H,13,14)

> <INCHI_KEY>
XJLOVYIDLDOPFY-UHFFFAOYSA-N

> <FORMULA>
C12H9NO3

> <MOLECULAR_WEIGHT>
215.208

> <EXACT_MASS>
215.058243154

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
21.484127334565642

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-methoxyfuro[2,3-b]quinolin-4-ol

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.1962493396666667

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.937565170786603

> <JCHEM_PKA_STRONGEST_BASIC>
1.6437890547611806

> <JCHEM_POLAR_SURFACE_AREA>
55.49

> <JCHEM_REFRACTIVITY>
57.2171

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-methoxyfuro[2,3-b]quinolin-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)

Download
PDB for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   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       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.133  -0.294   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.038  -1.540   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.133  -2.786   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.335  -3.080   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15    3    7                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

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3D PDB for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)
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SMILES for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)
COC1=C2N=C3OC=CC3=C(O)C2=CC=C1
Download
INCHI for NP0158342 (8-methoxyfuro[2,3-b]quinolin-4-ol)
InChI=1S/C12H9NO3/c1-15-9-4-2-3-7-10(9)13-12-8(11(7)14)5-6-16-12/h2-6H,1H3,(H,13,14)
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View in JSmol
SynonymsNot Available
Chemical FormulaC12H9NO3
Average Mass215.2080 Da
Monoisotopic Mass215.05824 Da
IUPAC Name8-methoxyfuro[2,3-b]quinolin-4-ol
Traditional Name8-methoxyfuro[2,3-b]quinolin-4-ol
CAS Registry NumberNot Available
SMILES
COC1=C2N=C3OC=CC3=C(O)C2=CC=C1
InChI Identifier
InChI=1S/C12H9NO3/c1-15-9-4-2-3-7-10(9)13-12-8(11(7)14)5-6-16-12/h2-6H,1H3,(H,13,14)
InChI KeyXJLOVYIDLDOPFY-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as furanoquinolines. Furanoquinolines are compounds containing a furan ring fused to a quinoline.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassQuinolines and derivatives  
Sub ClassFuranoquinolines  
Direct ParentFuranoquinolines  
Alternative Parents
Substituents
  • Furanoquinoline
    • 

  • Dihydroquinolone
    • 

  • Dihydroquinoline
    • 

  • Furopyridine
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Pyridine
    • 

  • Benzenoid
    • 

  • Furan
    • 

  • Heteroaromatic compound
    • 

  • Vinylogous amide
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.81ALOGPS
logP2.2ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)7.94ChemAxon
pKa (Strongest Basic)1.64ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.49 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity57.22 m³·mol⁻¹ChemAxon
Polarizability21.48 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound927724  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]