NP-MRD: Showing NP-Card for Cotinine methonium ion (NP0086764)

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Record Information

Version

2.0

Created at

2022-05-11 16:30:20 UTC

Updated at

2022-05-11 16:30:20 UTC

NP-MRD ID

NP0086764

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cotinine methonium ion

Description

Cotinine methonium ion, also known as N-methylcotininium ion, belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring. Cotinine methonium ion is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
   -2.1035    1.4281    1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0914    0.1714    0.3529 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1819   -0.4575   -0.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3601   -0.0362   -0.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7340   -1.7480   -0.8839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2557   -1.5321   -1.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516   -0.6718    0.1872 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2972    0.0266   -0.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4131    1.0662   -0.9853 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6460    1.6447   -1.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7509    1.2182   -0.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396    0.2082    0.4303 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.8213   -0.2348    1.1705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4352   -0.3585    0.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4939    1.3819    2.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1310    1.7084    1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7569    2.2763    0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8680   -2.5501   -0.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489   -1.9808   -1.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6537   -2.4403   -0.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0939   -0.9516   -1.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8128   -1.3733    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4725    1.3742   -1.5185 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7732    2.4645   -1.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7306    1.6645   -0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803   -0.4271    0.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530   -1.1852    1.6632 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0628    0.4946    1.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4067   -1.1806    1.3261 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  7  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  7  8  1  0
  8 14  2  0
 14 12  1  0
 12 13  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  3  2  1  0
  9  8  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  7 22  1  1
  6 20  1  0
  6 21  1  0
  5 18  1  0
  5 19  1  0
 14 29  1  0
 13 26  1  0
 13 27  1  0
 13 28  1  0
 11 25  1  0
 10 24  1  0
  9 23  1  0
M  CHG  1  12   1
M  END

583
  Mrv0541 02231219052D          

 14 15  0  0  1  0            999 V2000
    2.2047    2.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    0.7540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -1.7935    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6731   -2.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022    0.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7696    0.7540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5147    1.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6896    1.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -0.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3876   -0.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1022   -2.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -0.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -1.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2  4  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  3  5  1  0  0  0  0
  3 11  1  0  0  0  0
  3 12  2  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10 11  2  0  0  0  0
 10 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 14  2  0  0  0  0
M  CHG  1   3   1
M  END
> <DATABASE_ID>
NP0086764

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C(CCC1=O)C1=C[N+](C)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N2O/c1-12-7-3-4-9(8-12)10-5-6-11(14)13(10)2/h3-4,7-8,10H,5-6H2,1-2H3/q+1

> <INCHI_KEY>
VHRXFWHPQMABEK-UHFFFAOYSA-N

> <FORMULA>
C11H15N2O

> <MOLECULAR_WEIGHT>
191.2496

> <EXACT_MASS>
191.118438112

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
21.064995579852987

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-methyl-3-(1-methyl-5-oxopyrrolidin-2-yl)pyridin-1-ium

> <ALOGPS_LOGP>
-3.42

> <JCHEM_LOGP>
-3.732733832138412

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1502385891951743

> <JCHEM_POLAR_SURFACE_AREA>
24.19

> <JCHEM_REFRACTIVITY>
55.435900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cotinine methonium ion

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 583                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       4.115   4.118   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       4.545   1.407   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       4.457  -3.348   0.000  0.00  0.00           N+1
HETATM    4  C   UNK     0       3.080   0.931   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.123  -4.118   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.791   0.502   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.037   1.407   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.561   2.872   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.021   2.872   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.791  -1.038   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.457  -1.808   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.791  -4.118   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.124  -1.808   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.124  -3.348   0.000  0.00  0.00           C+0
CONECT    1    9                                                            
CONECT    2    4    6    9                                                  
CONECT    3    5   11   12                                                  
CONECT    4    2                                                            
CONECT    5    3                                                            
CONECT    6    2    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    1    2    8                                                  
CONECT   10    6   11   13                                                  
CONECT   11    3   10                                                       
CONECT   12    3   14                                                       
CONECT   13   10   14                                                       
CONECT   14   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

View in JSmol

Synonyms

Value	Source
N-Methylcotininium ion	HMDB

Chemical Formula

C₁₁H₁₅N₂O

Average Mass

191.2496 Da

Monoisotopic Mass

191.11844 Da

IUPAC Name

1-methyl-3-(1-methyl-5-oxopyrrolidin-2-yl)pyridin-1-ium

Traditional Name

cotinine methonium ion

CAS Registry Number

Not Available

SMILES

CN1C(CCC1=O)C1=C[N+](C)=CC=C1

InChI Identifier

InChI=1S/C11H15N2O/c1-12-7-3-4-9(8-12)10-5-6-11(14)13(10)2/h3-4,7-8,10H,5-6H2,1-2H3/q+1

InChI Key

VHRXFWHPQMABEK-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrrolidinylpyridines. Pyrrolidinylpyridines are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyridines and derivatives

Sub Class

Pyrrolidinylpyridines

Direct Parent

Pyrrolidinylpyridines

Alternative Parents

Substituents

Pyrrolidinylpyridine
Alkaloid or derivatives
N-methylpyridinium
Pyridinium
Pyrrolidone
N-alkylpyrrolidine
2-pyrrolidone
Pyrrolidine
Heteroaromatic compound
Tertiary carboxylic acid amide
Carboxamide group
Lactam
Carboxylic acid derivative
Azacycle
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

a small molecule (CPD-3184 )

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	-3.4	ALOGPS
logP	-3.7	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	24.19 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	55.44 m³·mol⁻¹	ChemAxon
Polarizability	21.06 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0001365

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022580

KNApSAcK ID

Not Available

Chemspider ID

563

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6192

PubChem Compound

583

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Cotinine methonium ion (NP0086764)

MOL for NP0086764 (Cotinine methonium ion)

3D MOL for NP0086764 (Cotinine methonium ion)

3D SDF for NP0086764 (Cotinine methonium ion)

3D-SDF for NP0086764 (Cotinine methonium ion)

PDB for NP0086764 (Cotinine methonium ion)

3D PDB for NP0086764 (Cotinine methonium ion)

SMILES for NP0086764 (Cotinine methonium ion)

INCHI for NP0086764 (Cotinine methonium ion)

Structure for NP0086764 (Cotinine methonium ion)

3D Structure for NP0086764 (Cotinine methonium ion)