NP-MRD: Showing NP-Card for 7-methoxy-4-methyl-9h-pyrido[3,4-b]indole (NP0219473)

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Record Information

Version

2.0

Created at

2022-09-05 20:28:28 UTC

Updated at

2022-09-05 20:28:28 UTC

NP-MRD ID

NP0219473

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-methoxy-4-methyl-9h-pyrido[3,4-b]indole

Description

7-Methoxy-4-methyl-9H-pyrido[3,4-b]indole belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. 7-methoxy-4-methyl-9h-pyrido[3,4-b]indole is found in Peganum nigellastrum. 7-Methoxy-4-methyl-9H-pyrido[3,4-b]indole is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004201500182D          

 16 18  0  0  0  0            999 V2000
    5.3194    0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7674    0.0694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2243    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    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
  3  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  6 16  1  0  0  0  0
 10 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0219473

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C=C1)C1=C(N2)C=NC=C1C

> <INCHI_IDENTIFIER>
InChI=1S/C13H12N2O/c1-8-6-14-7-12-13(8)10-4-3-9(16-2)5-11(10)15-12/h3-7,15H,1-2H3

> <INCHI_KEY>
VJHLDRVYTQNASM-UHFFFAOYSA-N

> <FORMULA>
C13H12N2O

> <MOLECULAR_WEIGHT>
212.252

> <EXACT_MASS>
212.094963014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
23.23676598526679

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-methoxy-4-methyl-9H-pyrido[3,4-b]indole

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
2.2289633859999998

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.998893586608808

> <JCHEM_PKA_STRONGEST_BASIC>
6.046117362668011

> <JCHEM_POLAR_SURFACE_AREA>
37.91

> <JCHEM_REFRACTIVITY>
62.819700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-methoxy-4-methyl-9H-pyrido[3,4-b]indole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       9.930   1.274   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       8.899   0.130   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -0.173   0.450   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.285   3.699   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    6   10                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₂N₂O

Average Mass

212.2520 Da

Monoisotopic Mass

212.09496 Da

IUPAC Name

7-methoxy-4-methyl-9H-pyrido[3,4-b]indole

Traditional Name

7-methoxy-4-methyl-9H-pyrido[3,4-b]indole

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1)C1=C(N2)C=NC=C1C

InChI Identifier

InChI=1S/C13H12N2O/c1-8-6-14-7-12-13(8)10-4-3-9(16-2)5-11(10)15-12/h3-7,15H,1-2H3

InChI Key

VJHLDRVYTQNASM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Peganum nigellastrum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Indole
Anisole
Alkyl aryl ether
Methylpyridine
Pyridine
Benzenoid
Heteroaromatic compound
Pyrrole
Ether
Azacycle
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organooxygen compound
Organic oxygen compound
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	3.02	ALOGPS
logP	2.23	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13	ChemAxon
pKa (Strongest Basic)	6.05	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.91 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	62.82 m³·mol⁻¹	ChemAxon
Polarizability	23.24 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 7-methoxy-4-methyl-9h-pyrido[3,4-b]indole (NP0219473)

MOL for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

3D MOL for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

3D SDF for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

3D-SDF for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

PDB for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

3D PDB for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

SMILES for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

INCHI for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

Structure for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)

3D Structure for NP0219473 (7-methoxy-4-methyl-9h-pyrido[3,4-b]indole)