NP-MRD: Showing NP-Card for Anabasamine (NP0138813)

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Record Information

Version

1.0

Created at

2022-06-29 19:18:15 UTC

Updated at

2022-06-29 19:18:15 UTC

NP-MRD ID

NP0138813

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Anabasamine

Description

Anabasamine belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other. Anabasamine is found in Anabasis aphylla. Anabasamine is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
   -1.8597   -0.0919   -1.7190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5432   -0.5486   -0.5293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9541   -0.4642   -0.6045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5302    0.7844    0.0165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8913    1.1347    1.3160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3751    1.2377    1.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9176   -0.1369    0.6791 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4436   -0.2300    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1424   -1.3570   -0.0418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5094   -1.3778   -0.1936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2839   -0.3143    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7540   -0.2761    0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711   -1.3101   -0.4747 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8587   -1.1589   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5090   -0.0244   -0.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7855    0.9690    0.3466 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4439    0.8561    0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6627    0.7582    0.6890 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3320    0.8347    0.8603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5773    0.5457   -2.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0073    0.5893   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5755   -0.9216   -2.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2643   -0.4719   -1.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4748   -1.3497   -0.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4406    1.6697   -0.6559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6160    0.6293    0.1808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0068    0.3407    2.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2883    2.1138    1.6468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8787    1.6147    1.9840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2505    1.9907    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2161   -0.8222    1.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596   -2.1922   -0.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -2.2668   -0.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9867   -2.2095   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4248   -1.9760   -0.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5957   -0.0011   -0.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8508    1.6692    0.8434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0488    1.7633    1.2864 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  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 18  1  0
 18 19  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7  2  1  0
 19  8  1  0
 17 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  1
  9 32  1  0
 10 33  1  0
 19 38  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
M  END


  Mrv1533004171500282D          

 19 21  0  0  0  0            999 V2000
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    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
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   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
   -3.5724   -1.2375    0.0000 N   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
  1  2  1  0  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  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138813

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1CCCCC1C1=CC=C(N=C1)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3/c1-19-10-3-2-6-16(19)14-7-8-15(18-12-14)13-5-4-9-17-11-13/h4-5,7-9,11-12,16H,2-3,6,10H2,1H3

> <INCHI_KEY>
TZRDBHMKTWECOV-UHFFFAOYSA-N

> <FORMULA>
C16H19N3

> <MOLECULAR_WEIGHT>
253.349

> <EXACT_MASS>
253.157897624

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.48969424725437

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(1-methylpiperidin-2-yl)-2-(pyridin-3-yl)pyridine

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
2.4225066183333333

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.619129482086556

> <JCHEM_POLAR_SURFACE_AREA>
29.020000000000003

> <JCHEM_REFRACTIVITY>
76.8633

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(1-methylpiperidin-2-yl)-2-(pyridin-3-yl)pyridine

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.334  -6.930   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -6.668  -2.310   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -5.335  -3.080   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                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Value	Source
Anabasamine monohydrochloride, (+-)-isomer	MeSH

Chemical Formula

C₁₆H₁₉N₃

Average Mass

253.3490 Da

Monoisotopic Mass

253.15790 Da

IUPAC Name

5-(1-methylpiperidin-2-yl)-2-(pyridin-3-yl)pyridine

Traditional Name

5-(1-methylpiperidin-2-yl)-2-(pyridin-3-yl)pyridine

CAS Registry Number

20410-87-1

SMILES

CN1CCCCC1C1=CC=C(N=C1)C1=CC=CN=C1

InChI Identifier

InChI=1S/C16H19N3/c1-19-10-3-2-6-16(19)14-7-8-15(18-12-14)13-5-4-9-17-11-13/h4-5,7-9,11-12,16H,2-3,6,10H2,1H3

InChI Key

TZRDBHMKTWECOV-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
Anabasis aphylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Bipyridines and oligopyridines

Direct Parent

Bipyridines and oligopyridines

Alternative Parents

Substituents

Bipyridine
Alkaloid or derivatives
Aralkylamine
Piperidine
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	2.29	ALOGPS
logP	2.42	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	8.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.86 m³·mol⁻¹	ChemAxon
Polarizability	29.49 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

161313

PDB ID

Not Available

ChEBI ID

93850

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Anabasamine (NP0138813)

MOL for NP0138813 (Anabasamine)

3D MOL for NP0138813 (Anabasamine)

3D SDF for NP0138813 (Anabasamine)

3D-SDF for NP0138813 (Anabasamine)

PDB for NP0138813 (Anabasamine)

3D PDB for NP0138813 (Anabasamine)

SMILES for NP0138813 (Anabasamine)

INCHI for NP0138813 (Anabasamine)

Structure for NP0138813 (Anabasamine)

3D Structure for NP0138813 (Anabasamine)