Np mrd loader

Showing NP-Card for (-)-Cotinine (NP0002801)

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Record Information
Version2.0
Created at2020-11-23 19:40:48 UTC
Updated at2021-08-12 19:52:11 UTC
NP-MRD IDNP0002801
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-Cotinine
Provided ByBMRBBMRB logo
Description(-)-Cotinine is also known as cotinina (-)-cotinine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (-)-Cotinine is found in Haloxylon persicum and Nicotiana tabacum. (-)-Cotinine was first documented in 2003 (PMID: 14700346). Based on a literature review a small amount of articles have been published on (-)-cotinine (PMID: 21655912) (PMID: 21953524) (PMID: 22027507).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002801 ((-)-Cotinine)


     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    0.1987    1.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117    0.7605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3802    1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962    2.4337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246   -0.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -1.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485   -0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259   -1.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -1.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491    0.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6407    1.3343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    1.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    1.3261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8097    2.8794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.7774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1235   -1.3552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3419    0.6402    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -2.6424    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259   -2.2335    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788   -2.1552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685   -2.9514    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2002   -2.3151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150    0.5421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4650    2.3375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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 12  1  0
 12 13  2  0
  7  2  1  0
 13  8  1  0
  1 14  1  1
  1 15  1  0
  1 16  1  0
  5 17  1  1
  5 18  1  0
  6 19  1  1
  6 20  1  0
  7 21  1  1
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
M  END
Download

3D MOL for NP0002801 ((-)-Cotinine)

NP0002801
     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -1.5335   -1.8747    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284   -0.4977    0.2029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    0.4866    0.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6499    0.2959    1.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8041    1.7970    0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.5381   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.0809   -0.6966 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8232   -0.0917   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -0.4862   -1.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799   -0.6590   -0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -0.4273    0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5181   -0.0449    1.3814 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400    0.1174    1.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045   -1.9749    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1835   -2.4357   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5136   -2.2762    0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    2.6187    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1998    2.0092    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0262    2.1831   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4507    1.7764   -1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -0.3699   -1.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461   -0.6564   -2.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7868   -0.9646   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4612   -0.5655    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5356    0.4212    1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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 12  1  0
 12 13  2  0
  7  2  1  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
M  END
Download

3D SDF for NP0002801 ((-)-Cotinine)


     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    0.1987    1.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9117    0.7605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3802    1.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9962    2.4337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1246   -0.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -1.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7485   -0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7174   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7259   -1.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -1.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491    0.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6407    1.3343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    1.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8615    1.3261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8097    2.8794    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.7774    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1235   -1.3552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3419    0.6402    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606   -2.6424    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3259   -2.2335    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2788   -2.1552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2685   -2.9514    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2002   -2.3151    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1150    0.5421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4650    2.3375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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 12  1  0
 12 13  2  0
  7  2  1  0
 13  8  1  0
  1 14  1  1
  1 15  1  0
  1 16  1  0
  5 17  1  1
  5 18  1  0
  6 19  1  1
  6 20  1  0
  7 21  1  1
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
M  END
> <DATABASE_ID>
NP0002801

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@@H](CCC1=O)C1=CN=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1

> <INCHI_KEY>
UIKROCXWUNQSPJ-VIFPVBQESA-N

> <FORMULA>
C10H12N2O

> <MOLECULAR_WEIGHT>
176.219

> <EXACT_MASS>
176.094963014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.661457041819048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one

> <ALOGPS_LOGP>
0.39

> <JCHEM_LOGP>
0.2106345276666668

> <ALOGPS_LOGS>
-0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
4.789340020074378

> <JCHEM_POLAR_SURFACE_AREA>
33.2

> <JCHEM_REFRACTIVITY>
49.280499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cotinine

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002801 ((-)-Cotinine)

NP0002801
     RDKit          3D

 25 26  0  0  0  0  0  0  0  0999 V2000
   -1.5335   -1.8747    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284   -0.4977    0.2029 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4733    0.4866    0.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6499    0.2959    1.0332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8041    1.7970    0.3838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9445    1.5381   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5710    0.0809   -0.6966 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8232   -0.0917   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573   -0.4862   -1.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0799   -0.6590   -0.8537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4182   -0.4273    0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5181   -0.0449    1.3814 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2400    0.1174    1.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9045   -1.9749    1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1835   -2.4357   -0.0598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5136   -2.2762    0.5715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    2.6187    0.2355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1998    2.0092    1.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0262    2.1831   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4507    1.7764   -1.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7508   -0.3699   -1.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4461   -0.6564   -2.2356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7868   -0.9646   -1.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4612   -0.5655    0.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5356    0.4212    1.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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 12  1  0
 12 13  2  0
  7  2  1  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
M  END
Download

PDB for NP0002801 ((-)-Cotinine)

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       0.593  -4.394   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.072  -2.828   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.392  -4.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.540  -2.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.058  -5.105   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -0.770   1.334   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0      -0.914  -4.074   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -1.897  -6.636   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2    3    6                                                       
CONECT    3    2    8                                                       
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    2   11                                                       
CONECT    7    8   11                                                       
CONECT    8    3    7    9                                                  
CONECT    9    4    8   12                                                  
CONECT   10    5   12   13                                                  
CONECT   11    6    7                                                       
CONECT   12    1    9   10                                                  
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END
Download

3D PDB for NP0002801 ((-)-Cotinine)

COMPND    NP0002801
HETATM    1  C1  UNL     1      -1.534  -1.875   0.644  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.528  -0.498   0.203  1.00  0.00           N  
HETATM    3  C2  UNL     1      -2.473   0.487   0.594  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.650   0.296   1.033  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.804   1.797   0.384  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.944   1.538  -0.809  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.571   0.081  -0.697  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.823  -0.092  -0.271  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.757  -0.486  -1.218  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.080  -0.659  -0.854  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.418  -0.427   0.459  1.00  0.00           C  
HETATM   12  N2  UNL     1       2.518  -0.045   1.381  1.00  0.00           N  
HETATM   13  C10 UNL     1       1.240   0.117   1.008  1.00  0.00           C  
HETATM   14  H1  UNL     1      -1.904  -1.975   1.678  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.183  -2.436  -0.060  1.00  0.00           H  
HETATM   16  H3  UNL     1      -0.514  -2.276   0.572  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.533   2.619   0.236  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.200   2.009   1.279  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.026   2.183  -0.764  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.451   1.776  -1.752  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.751  -0.370  -1.698  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.446  -0.656  -2.236  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.787  -0.965  -1.601  1.00  0.00           H  
HETATM   24  H11 UNL     1       4.461  -0.566   0.738  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.536   0.421   1.750  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    7
CONECT    3    4    4    5
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   21
CONECT    8    9    9   13
CONECT    9   10   22
CONECT   10   11   11   23
CONECT   11   12   24
CONECT   12   13   13
CONECT   13   25
END
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SMILES for NP0002801 ((-)-Cotinine)

CN1[C@@H](CCC1=O)C1=CN=CC=C1
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INCHI for NP0002801 ((-)-Cotinine)

InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
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View in JSmol
Synonyms
ValueSource
(S)-(-)-CotinineChEBI
(S)-1-Methyl-5-(3-pyridinyl)-2-pyrrolidinoneChEBI
(S)-CotinineChEBI
CotininaChEBI
CotinineChEBI
CotininumChEBI
ScotineMeSH
Chemical FormulaC10H12N2O
Average Mass176.2190 Da
Monoisotopic Mass176.09496 Da
IUPAC Name(5S)-1-methyl-5-(pyridin-3-yl)pyrrolidin-2-one
Traditional Namecotinine
CAS Registry NumberNot Available
SMILES
CN1[C@@H](CCC1=O)C1=CN=CC=C1
InChI Identifier
InChI=1S/C10H12N2O/c1-12-9(4-5-10(12)13)8-3-2-6-11-7-8/h2-3,6-7,9H,4-5H2,1H3/t9-/m0/s1
InChI KeyUIKROCXWUNQSPJ-VIFPVBQESA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Haloxylon persicumLOTUS Database
Nicotiana tabacumLOTUS Database
Nicotiana tabacum (L.)KNApSAcK Database
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as pyrrolidinylpyridines. These are compounds containing a pyrrolidinylpyridine ring system, which consists of a pyrrolidine ring linked to a pyridine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPyridines and derivatives
Sub ClassPyrrolidinylpyridines
Direct ParentPyrrolidinylpyridines
Alternative Parents
Substituents
  • Pyrrolidinylpyridine
  • Alkaloid or derivatives
  • Pyrrolidone
  • 2-pyrrolidone
  • N-alkylpyrrolidine
  • Pyrrolidine
  • Tertiary carboxylic acid amide
  • Heteroaromatic compound
  • Lactam
  • Carboxamide group
  • Carboxylic acid derivative
  • Azacycle
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.39ALOGPS
logP0.21ChemAxon
logS-0.18ALOGPS
pKa (Strongest Basic)4.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area33.2 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.28 m³·mol⁻¹ChemAxon
Polarizability18.66 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00034470
Chemspider ID746405
KEGG Compound IDNot Available
BioCyc IDCPD-2742
BiGG IDNot Available
Wikipedia LinkCotinine
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID68641
Good Scents IDNot Available
References
General References
  1. Behera D, Uppal R, Majumdar S: Urinary levels of nicotine & cotinine in tobacco users. Indian J Med Res. 2003 Sep;118:129-33. [PubMed:14700346 ]
  2. Jin M, Earla R, Shah A, Earla RL, Gupte R, Mitra AK, Kumar A, Kumar S: A LC-MS/MS method for concurrent determination of nicotine metabolites and role of CYP2A6 in nicotine metabolism in U937 macrophages: implications in oxidative stress in HIV + smokers. J Neuroimmune Pharmacol. 2012 Mar;7(1):289-99. doi: 10.1007/s11481-011-9283-6. Epub 2011 Jun 8. [PubMed:21655912 ]
  3. Leenders M, Chuang SC, Dahm CC, Overvad K, Ueland PM, Midttun O, Vollset SE, Tjonneland A, Halkjaer J, Jenab M, Clavel-Chapelon F, Boutron-Ruault MC, Kaaks R, Canzian F, Boeing H, Weikert C, Trichopoulou A, Bamia C, Naska A, Palli D, Pala V, Mattiello A, Tumino R, Sacerdote C, van Duijnhoven FJ, Peeters PH, van Gils CH, Lund E, Rodriguez L, Duell EJ, Perez MJ, Molina-Montes E, Castano JM, Barricarte A, Larranaga N, Johansen D, Lindkvist B, Sund M, Ye W, Khaw KT, Wareham NJ, Michaud DS, Riboli E, Xun WW, Allen NE, Crowe FL, Bueno-de-Mesquita HB, Vineis P: Plasma cotinine levels and pancreatic cancer in the EPIC cohort study. Int J Cancer. 2012 Aug 15;131(4):997-1002. doi: 10.1002/ijc.26452. Epub 2011 Nov 2. [PubMed:21953524 ]
  4. Tzatzarakis MN, Vardavas CI, Terzi I, Kavalakis M, Kokkinakis M, Liesivuori J, Tsatsakis AM: Hair nicotine/cotinine concentrations as a method of monitoring exposure to tobacco smoke among infants and adults. Hum Exp Toxicol. 2012 Mar;31(3):258-65. doi: 10.1177/0960327111422401. Epub 2011 Oct 25. [PubMed:22027507 ]