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Showing NP-Card for Northalifoline (NP0069020)

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Record Information
Version2.0
Created at2022-04-28 14:17:22 UTC
Updated at2022-04-28 14:17:22 UTC
NP-MRD IDNP0069020
Secondary Accession NumbersNone
Natural Product Identification
Common NameNorthalifoline
Description7-Hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-one belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety. Northalifoline is found in Aristolochia elegans , Hernandia nymphaeifolia, Lindera megaphylla, Magnolia biondii and Menispermum dauricum . 7-Hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0069020 (Northalifoline)


  Mrv1533004181501552D          

 14 15  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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
    1.4289   -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
    0.0000   -1.6500    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
Download

3D MOL for NP0069020 (Northalifoline)

     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
    3.4792   -1.3938   -0.4483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1342   -0.0647   -0.2067 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7781    0.3106   -0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8053   -0.6336   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5442   -0.3122   -0.2357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    0.9987    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0829    1.9621    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4241    1.6263    0.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4360    2.5619    0.2702 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3161    1.3259    0.0968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931    2.4852    0.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311    0.2411   -0.0680 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7804   -1.0652    0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5533   -1.3818   -0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3001   -1.9775    0.4901 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9198   -1.8402   -1.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613   -1.4438   -0.7076 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0527   -1.6746   -0.4886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069    2.9740    0.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2906    3.5284    0.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1703    0.3756   -0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5664   -1.8323    0.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4625   -1.0558    1.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7822   -1.3758   -1.5391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0759   -2.3383   -0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  6 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
  8  3  1  0
 14  5  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  4 18  1  0
  7 19  1  0
  9 20  1  0
 12 21  1  0
 13 22  1  0
 13 23  1  0
 14 24  1  0
 14 25  1  0
M  END
Download

3D SDF for NP0069020 (Northalifoline)


  Mrv1533004181501552D          

 14 15  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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
    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 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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
    1.4289   -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
    0.0000   -1.6500    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  5 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069020

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1O)C(=O)NCC2

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO3/c1-14-9-4-6-2-3-11-10(13)7(6)5-8(9)12/h4-5,12H,2-3H2,1H3,(H,11,13)

> <INCHI_KEY>
HSLDNQNDHKZKNZ-UHFFFAOYSA-N

> <FORMULA>
C10H11NO3

> <MOLECULAR_WEIGHT>
193.202

> <EXACT_MASS>
193.073893218

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
19.534143551919534

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-one

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
0.626214095

> <ALOGPS_LOGS>
-1.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.18286123260059

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.24442840587211

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8857425021615782

> <JCHEM_POLAR_SURFACE_AREA>
58.56

> <JCHEM_REFRACTIVITY>
51.78680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.58e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-6-methoxy-3,4-dihydro-2H-isoquinolin-1-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0069020 (Northalifoline)

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PDB for NP0069020 (Northalifoline)
HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       6.668  -2.310   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0069020 (Northalifoline)
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SMILES for NP0069020 (Northalifoline)
COC1=CC2=C(C=C1O)C(=O)NCC2
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INCHI for NP0069020 (Northalifoline)
InChI=1S/C10H11NO3/c1-14-9-4-6-2-3-11-10(13)7(6)5-8(9)12/h4-5,12H,2-3H2,1H3,(H,11,13)
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H11NO3
Average Mass193.2020 Da
Monoisotopic Mass193.07389 Da
IUPAC Name7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-one
Traditional Name7-hydroxy-6-methoxy-3,4-dihydro-2H-isoquinolin-1-one
CAS Registry NumberNot Available
SMILES
COC1=CC2=C(C=C1O)C(=O)NCC2
InChI Identifier
InChI=1S/C10H11NO3/c1-14-9-4-6-2-3-11-10(13)7(6)5-8(9)12/h4-5,12H,2-3H2,1H3,(H,11,13)
InChI KeyHSLDNQNDHKZKNZ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aristolochia elegansPlant
Hernandia nymphaeifoliaLOTUS Database
Lindera megaphyllaPlant
Magnolia biondiiLOTUS Database
Menispermum dauricumPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassIsoquinolines and derivatives  
Sub ClassIsoquinolones and derivatives  
Direct ParentIsoquinolones and derivatives  
Alternative Parents
Substituents
  • Isoquinolone
    • 

  • Tetrahydroisoquinoline
    • 

  • Anisole
    • 

  • Phenol ether
    • 

  • Alkyl aryl ether
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Benzenoid
    • 

  • Carboxamide group
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid derivative
    • 

  • Ether
    • 

  • Azacycle
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Organonitrogen compound
    • 

  • Organooxygen 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
logP0.55ALOGPS
logP0.63ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)9.24ChemAxon
pKa (Strongest Basic)-0.89ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area58.56 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity51.79 m³·mol⁻¹ChemAxon
Polarizability19.53 ųChemAxon
Number of Rings2ChemAxon
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 Compound10262007  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available