NP-MRD: Showing NP-Card for 1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium (NP0190982)

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Record Information

Version

2.0

Created at

2022-09-04 07:46:12 UTC

Updated at

2022-09-04 07:46:12 UTC

NP-MRD ID

NP0190982

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium

Description

Haliclocyclin C belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine. 1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium was first documented in 2013 (PMID: 24128145). Based on a literature review very few articles have been published on Haliclocyclin C.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 49 50  0  0  0  0  0  0  0  0999 V2000
    3.9605   -1.6729   -0.7854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8493   -2.3895   -0.4431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7551   -1.8199    0.2672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7892   -0.4975    0.6369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8891    0.2234    0.3027 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9311   -0.3642   -0.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1960    1.6173    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776    2.5865   -0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2415    2.9923    0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0867    2.4663   -0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1722    2.9970   -0.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4065    2.2783   -0.5465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9728    1.3258    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1584   -0.0204   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7925   -1.1041    0.8070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9781   -2.4255    0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7507   -3.3126    0.2560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5298   -2.7135   -0.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7005   -2.8627    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7743   -2.0972   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421   -3.4453   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178   -0.0037    1.1927 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8304    0.2105   -0.6727 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1199    2.0288    1.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3169    1.7817    0.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4375    2.0659   -1.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265    3.4540   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1056    2.6366    1.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1620    4.0997    0.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0795    2.9483   -1.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0954    1.3790   -0.7814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1265    2.8174    1.0516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2409    4.0906   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1768    3.0603   -0.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1296    1.7494   -1.4817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9669    1.6552    0.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3052    1.2483    1.3874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5601   -0.0804   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2294   -0.1883   -0.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4896   -0.9787    1.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7463   -0.9932    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996   -2.9622    0.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2794   -2.3217   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5443   -3.4361    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9772   -4.2723   -0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6601   -1.6201   -0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680   -3.1842   -1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4019   -3.0492    1.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744   -3.8972    0.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19  3  1  0
  3  4  1  0
  4  5  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  5  6  1  0
  6  1  2  0
  1  2  1  0
 12 13  1  0
  2  3  2  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 17 45  1  0
 18 46  1  0
 18 47  1  0
 19 48  1  0
 19 49  1  0
  4 22  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
  6 23  1  0
  1 20  1  0
  2 21  1  0
M  CHG  1   5   1
M  END


  Mrv1652309042209462D          

 19 20  0  0  0  0            999 V2000
   -0.8121   -0.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2800   -1.6010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5320   -1.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8121   -0.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2800   -0.0490    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -0.5320   -0.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5600    0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3721    0.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9042    0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7162    0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2483   -0.2430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603   -0.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5924   -0.7280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3124   -1.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5003   -1.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2203   -2.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4082   -2.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8762   -1.9405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0641   -2.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  1  6  1  0  0  0  0
  5  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  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  3 19  1  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
NP0190982

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C1CCCCCCC2=C[N+](CCCCCC1)=CC=C2

> <INCHI_IDENTIFIER>
InChI=1S/C18H30N/c1-2-4-6-8-10-13-18-14-12-16-19(17-18)15-11-9-7-5-3-1/h12,14,16-17H,1-11,13,15H2/q+1

> <INCHI_KEY>
WDPTXOFEUOXXKT-UHFFFAOYSA-N

> <FORMULA>
C18H30N

> <MOLECULAR_WEIGHT>
260.444

> <EXACT_MASS>
260.23727639

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.60487876085813

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1lambda5-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium

> <JCHEM_LOGP>
1.7423488505282534

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_POLAR_SURFACE_AREA>
3.88

> <JCHEM_REFRACTIVITY>
83.9771

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1lambda5-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.516  -1.812   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.523  -2.989   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.993  -2.717   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.516  -1.268   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.523  -0.091   0.000  0.00  0.00           N+1
HETATM    6  C   UNK     0      -0.993  -0.363   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.045   1.357   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.561   1.629   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.554   0.452   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.070   0.723   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.063  -0.454   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.579  -0.182   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.572  -1.359   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.050  -2.808   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.534  -3.079   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.011  -4.528   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.495  -4.799   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.502  -3.622   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.986  -3.894   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    3                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₃₀N

Average Mass

260.4440 Da

Monoisotopic Mass

260.23728 Da

IUPAC Name

1lambda5-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium

Traditional Name

1lambda5-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium

CAS Registry Number

Not Available

SMILES

C1CCCCCCC2=C[N+](CCCCCC1)=CC=C2

InChI Identifier

InChI=1S/C18H30N/c1-2-4-6-8-10-13-18-14-12-16-19(17-18)15-11-9-7-5-3-1/h12,14,16-17H,1-11,13,15H2/q+1

InChI Key

WDPTXOFEUOXXKT-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyridinium derivatives. Pyridinium derivatives are compounds containing a pyridinium ring, which is the cationic form of pyridine.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyridinium derivatives

Direct Parent

Pyridinium derivatives

Alternative Parents

Substituents

Pyridinium
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organic cation
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	1.74	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.88 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	83.98 m³·mol⁻¹	ChemAxon
Polarizability	33.6 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

8868226

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10692881

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Damodaran V, Ryan JL, Keyzers RA: Cyclic 3-alkyl pyridinium alkaloid monomers from a New Zealand Haliclona sp. marine sponge. J Nat Prod. 2013 Oct 25;76(10):1997-2001. doi: 10.1021/np400661c. Epub 2013 Oct 15. [PubMed:24128145 ]
LOTUS database [Link]

Showing NP-Card for 1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium (NP0190982)

MOL for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

3D MOL for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

3D SDF for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

3D-SDF for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

PDB for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

3D PDB for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

SMILES for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

INCHI for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

Structure for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)

3D Structure for NP0190982 (1λ⁵-azabicyclo[13.3.1]nonadeca-1(18),15(19),16-trien-1-ylium)