NP-MRD: Showing NP-Card for N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one (NP0069017)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 14:17:14 UTC

Updated at

2022-04-28 14:17:14 UTC

NP-MRD ID

NP0069017

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one

Description

N-Methylcorydaldine belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety. N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one is found in Arcangelisia gusanlung, Aristolochia elegans , Berberis empetrifolia , Fumaria indica , Fumaria vaillantii, Hernandia nymphaeifolia, Hernandia ovigera , Hernandia Sonora, Menispermum dauricum , Miliusa cuneata, Papaver bracteatum Lindl. , Thalictrum atriplex, Thalictrum fendleri, Thalictrum minus and Thalictrum przewalskii. N-Methylcorydaldine is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 31 32  0  0  0  0  0  0  0  0999 V2000
   -3.0423    2.9289   -0.3051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325    1.5178   -0.3469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9561    0.7907   -0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7111    1.4211   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4642    0.7201   -0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862   -0.6620   -0.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8357   -1.2888   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0201   -0.5862   -0.3087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2699   -1.1728   -0.4236 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3451   -2.5847   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6533   -1.3770   -0.0322 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6656   -2.6339   -0.0617 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8878   -0.6799    0.0842 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0638   -1.2937    0.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9193    0.6759   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344    1.4491    0.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5286    3.2269   -1.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    3.2900    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0683    3.3361   -0.3550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7399    2.5057   -0.1302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8760   -2.3565   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4028   -2.9205   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0551   -2.8786   -1.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7043   -3.0767    0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6344   -1.9022   -0.0333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6565   -0.4799    1.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7752   -1.9796    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8314    1.2110   -0.1015 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9155    0.6348   -1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412    1.7849    1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6435    2.3801   -0.5851 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
  9 10  1  0
  6 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  8  3  1  0
 16  5  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  4 20  1  0
  7 21  1  0
 10 22  1  0
 10 23  1  0
 10 24  1  0
 14 25  1  0
 14 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
 16 30  1  0
 16 31  1  0
M  END


  Mrv1533004241509162D          

 16 17  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
    4.2868   -1.6500    0.0000 C   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
   -0.7145   -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  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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  3 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069017

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1OC)C(=O)N(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C12H15NO3/c1-13-5-4-8-6-10(15-2)11(16-3)7-9(8)12(13)14/h6-7H,4-5H2,1-3H3

> <INCHI_KEY>
BDIZBBGNYDRCCA-UHFFFAOYSA-N

> <FORMULA>
C12H15NO3

> <MOLECULAR_WEIGHT>
221.256

> <EXACT_MASS>
221.105193347

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
23.74990480433928

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-one

> <ALOGPS_LOGP>
1.38

> <JCHEM_LOGP>
0.9957842166666672

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-1.114093819178191

> <JCHEM_POLAR_SURFACE_AREA>
38.769999999999996

> <JCHEM_REFRACTIVITY>
61.165800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.27e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolin-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

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  -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       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   14                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13    3   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Value	Source
N-Methylcorydaldine	ChEMBL

Chemical Formula

C₁₂H₁₅NO₃

Average Mass

221.2560 Da

Monoisotopic Mass

221.10519 Da

IUPAC Name

6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-one

Traditional Name

6,7-dimethoxy-2-methyl-3,4-dihydroisoquinolin-1-one

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1OC)C(=O)N(C)CC2

InChI Identifier

InChI=1S/C12H15NO3/c1-13-5-4-8-6-10(15-2)11(16-3)7-9(8)12(13)14/h6-7H,4-5H2,1-3H3

InChI Key

BDIZBBGNYDRCCA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Arcangelisia gusanlung	LOTUS Database	35616633
Aristolochia elegans	Plant	KNApSAcK
Berberis empetrifolia	Plant	KNApSAcK
Fumaria indica	Plant	KNApSAcK
Fumaria vaillantii	LOTUS Database	35616633
Hernandia nymphaeifolia	LOTUS Database	35616633
Hernandia ovigera	Plant	KNApSAcK
Hernandia sonora	Plant	KNApSAcK
Menispermum dauricum	Plant	KNApSAcK
Miliusa cuneata	Plant	KNApSAcK
Papaver bracteatum	Plant	KNApSAcK
Thalictrum atriplex	LOTUS Database	35616633
Thalictrum fendleri	Plant	KNApSAcK
Thalictrum minus	LOTUS Database	35616633
Thalictrum przewalskii	Plant	KNApSAcK

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid derivative
Ether
Azacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

quinolone (CHEBI:67411 )

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	1.38	ALOGPS
logP	1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.77 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	61.17 m³·mol⁻¹	ChemAxon
Polarizability	23.75 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

303906

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one (NP0069017)

MOL for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

3D MOL for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

3D SDF for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

3D-SDF for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

PDB for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

3D PDB for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

SMILES for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

INCHI for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

Structure for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)

3D Structure for NP0069017 (N-Methyl-6,7-dimethoxytetrahydroisoquinol-1-one)