NP-MRD: Showing NP-Card for (1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole (NP0328782)

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Record Information

Version

2.0

Created at

2022-09-12 12:34:10 UTC

Updated at

2022-09-12 12:34:10 UTC

NP-MRD ID

NP0328782

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole

Description

23844-21-5 Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. (1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole is found in Arundo donax. Based on a literature review very few articles have been published on 23844-21-5.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -2.8213    1.7198    0.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    0.5125   -0.0615 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5131   -0.6657    0.6959 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1148   -1.8871    0.0358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936   -1.9009   -0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0035   -0.5946   -0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6833    0.5988   -0.0673 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2305    1.5565    0.0515 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761    1.0292   -0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7161    1.5979    0.0279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8369    0.8028   -0.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7149   -0.5597   -0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4692   -1.1278   -0.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -0.3340   -0.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2166    2.6368    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0705    1.5219    1.5874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7734    1.8969   -0.0112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343    0.3711   -1.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0571   -0.6160    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2965   -2.7172    0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7891   -2.0687   -0.8285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5794   -2.1970   -1.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1191   -2.6851    0.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0363    2.5547    0.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364    2.6736    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    1.2482   -0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6116   -1.1811   -0.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237   -2.1859   -0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7  2  1  0
 14  9  1  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  6
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  8 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
M  END


  Mrv1652309122214342D          

 14 16  0  0  1  0            999 V2000
    3.6633   -1.1567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 N   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
    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 C   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
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  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
 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
  6 14  1  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328782

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1NCCC2=C1NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,8,13-14H,6-7H2,1H3/t8-/m0/s1

> <INCHI_KEY>
LPIJOZBIVDCQTE-QMMMGPOBSA-N

> <FORMULA>
C12H14N2

> <MOLECULAR_WEIGHT>
186.258

> <EXACT_MASS>
186.115698459

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
21.766586813727386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole

> <JCHEM_LOGP>
2.0068212933333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.388921491986245

> <JCHEM_PKA_STRONGEST_BASIC>
9.158778232947299

> <JCHEM_POLAR_SURFACE_AREA>
27.82

> <JCHEM_REFRACTIVITY>
57.99840000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       6.838  -2.159   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.393   0.450   0.000  0.00  0.00           N+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  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6    9                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄N₂

Average Mass

186.2580 Da

Monoisotopic Mass

186.11570 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1NCCC2=C1NC1=CC=CC=C21

InChI Identifier

InChI=1S/C12H14N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,8,13-14H,6-7H2,1H3/t8-/m0/s1

InChI Key

LPIJOZBIVDCQTE-QMMMGPOBSA-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
Arundo donax	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary aliphatic amine
Azacycle
Organoheterocyclic compound
Secondary amine
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organic nitrogen compound
Amine
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

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

614612

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

704991

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole (NP0328782)

MOL for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

3D MOL for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

3D SDF for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

3D-SDF for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

PDB for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

3D PDB for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

SMILES for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

INCHI for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

Structure for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)

3D Structure for NP0328782 ((1s)-1-methyl-1h,2h,3h,4h,9h-pyrido[3,4-b]indole)