NP-MRD: Showing NP-Card for 3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene (NP0203781)

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Record Information

Version

2.0

Created at

2022-09-04 23:18:57 UTC

Updated at

2022-09-04 23:18:57 UTC

NP-MRD ID

NP0203781

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene

Description

3-Methyl-13-azatricyclo[7.3.1.0⁵,¹³]Trideca-1,4-diene belongs to the class of organic compounds known as 9b-azaphenalenes. These are alkaloids with a structure based on the perhydro-9b-azaphenalene skeleton. Perhydro-9b-azaphenalene is a tricyclic compound consisting of quinolizidine that share its only nitrogen atom with a piperidine. In some 9b-azaphenalenes, the resulting tricyclic backbone can be unsaturated. 3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene is found in Coccinella septempunctata. Based on a literature review very few articles have been published on 3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]Trideca-1,4-diene.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
    3.8429   -0.3825    0.1699 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4967   -0.1373    0.7952 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8709    1.1136    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    1.1467   -0.1180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0132    2.4337   -0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3293    2.5006    0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951    1.3180   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5087    0.1581   -0.8059 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3921   -1.0307   -0.6309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8642   -2.0597    0.3253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -2.4718   -0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3829   -1.2523    0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075   -1.3056    0.6188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1630   -0.0173   -0.2595 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4680   -0.9560    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3361    0.5890    0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792   -0.9852   -0.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -0.0387    1.9118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729    2.0801    0.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0766    2.4571   -1.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6353    3.2676   -0.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1247    2.6761    1.2042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8692    3.4115   -0.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5667    0.9488    0.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0952    1.5569   -0.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4701    0.3969   -1.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5781   -1.5701   -1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4228   -0.7611   -0.2738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8608   -1.6942    1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4945   -2.9675    0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4334   -2.8271   -1.0748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1433   -3.2799    0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9371   -2.3175    0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  2  0
  4 14  1  0
  3  2  1  0
 14 12  1  0
 14  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  1
 13 33  1  0
 11 31  1  0
 11 32  1  0
 10 29  1  0
 10 30  1  0
  9 27  1  0
  9 28  1  0
  8 26  1  6
  7 24  1  0
  7 25  1  0
  6 22  1  0
  6 23  1  0
  5 20  1  0
  5 21  1  0
  3 19  1  0
M  END


  Mrv1652309052201192D          

 14 16  0  0  0  0            999 V2000
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    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
    0.7145   -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 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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  2 13  1  0  0  0  0
 12 14  1  0  0  0  0
  4 14  1  0  0  0  0
  8 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0203781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C=C2CCCC3CCCC(=C1)N23

> <INCHI_IDENTIFIER>
InChI=1S/C13H19N/c1-10-8-12-6-2-4-11-5-3-7-13(9-10)14(11)12/h8-11H,2-7H2,1H3

> <INCHI_KEY>
BQWAPIDLKAOETA-UHFFFAOYSA-N

> <FORMULA>
C13H19N

> <MOLECULAR_WEIGHT>
189.302

> <EXACT_MASS>
189.151749616

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.078089897555646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-methyl-13-azatricyclo[7.3.1.0^{5,13}]trideca-1,4-diene

> <JCHEM_LOGP>
2.5430749609999994

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.428259949407202

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
62.96010000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-methyl-13-azatricyclo[7.3.1.0^{5,13}]trideca-1,4-diene

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12    2                                                       
CONECT   14   12    4    8                                                  
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₁₉N

Average Mass

189.3020 Da

Monoisotopic Mass

189.15175 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC1C=C2CCCC3CCCC(=C1)N23

InChI Identifier

InChI=1S/C13H19N/c1-10-8-12-6-2-4-11-5-3-7-13(9-10)14(11)12/h8-11H,2-7H2,1H3

InChI Key

BQWAPIDLKAOETA-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, 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
Coccinella septempunctata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 9b-azaphenalenes. These are alkaloids with a structure based on the perhydro-9b-azaphenalene skeleton. Perhydro-9b-azaphenalene is a tricyclic compound consisting of quinolizidine that share its only nitrogen atom with a piperidine. In some 9b-azaphenalenes, the resulting tricyclic backbone can be unsaturated.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

9b-azaphenalenes

Sub Class

Not Available

Direct Parent

9b-azaphenalenes

Alternative Parents

Substituents

9b-azaphenalene skeleton
Quinolizidine
Dihydropyridine
Piperidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Enamine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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

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

163021287

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene (NP0203781)

MOL for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

3D MOL for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

3D SDF for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

3D-SDF for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

PDB for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

3D PDB for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

SMILES for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

INCHI for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

Structure for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)

3D Structure for NP0203781 (3-methyl-13-azatricyclo[7.3.1.0⁵,¹³]trideca-1,4-diene)