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Showing NP-Card for 1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one (NP0241999)

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Record Information
Version2.0
Created at2022-09-07 02:12:14 UTC
Updated at2022-09-07 02:12:15 UTC
NP-MRD IDNP0241999
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one
Description1-[(2,3,4,5-Tetrahydro-6-methylpyridin)-2beta-yl]propan-2-one belongs to the class of organic compounds known as tetrahydropyridines. These are derivatives of pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms. 1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one is found in Epilachna varivestis, Pinus nigra and Pinus ponderosa. 1-[(2,3,4,5-Tetrahydro-6-methylpyridin)-2beta-yl]propan-2-one is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)


  Mrv1652309272006282D          

 11 11  0  0  0  0            999 V2000
   -1.7187    1.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332    0.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7187   -0.1107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0042    0.3016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0042    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898   -0.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4246    0.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1391   -0.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1476   -0.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4247    1.1265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  2  0  0  0  0
M  END
Download

3D MOL for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)

     RDKit          3D

 26 26  0  0  0  0  0  0  0  0999 V2000
   -3.3407    1.1276    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6195    0.0562    0.7380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7864   -0.0581    1.9326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7089   -0.8480   -0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3131   -0.8384    0.6518 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5332   -1.7764   -0.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0093   -1.5213    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3693   -0.0807   -0.2276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3312    0.8344    0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7564    2.2923    0.3289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    0.4731    0.6516 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    1.9841   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5970    0.8228   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1925    1.5562    0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5831   -0.5582   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0695   -1.9159   -0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4005   -1.1956    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3143   -2.8072    0.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117   -1.6236   -1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5607   -2.1350   -0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479   -1.8466    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3271    0.1006    0.3238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5694    0.0648   -1.3090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9392    2.9142    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9589    2.6361   -0.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6809    2.3425    0.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
M  END
Download

3D SDF for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)


  Mrv1652309272006282D          

 11 11  0  0  0  0            999 V2000
   -1.7187    1.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4332    0.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7187   -0.1107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0042    0.3016    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0042    1.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2898   -0.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4246    0.3015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1391   -0.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1476   -0.1108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4247    1.1265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0241999

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C[C@H]1CCCC(C)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C9H15NO/c1-7-4-3-5-9(10-7)6-8(2)11/h9H,3-6H2,1-2H3/t9-/m1/s1

> <INCHI_KEY>
DAKWFMWLKUCUON-SECBINFHSA-N

> <FORMULA>
C9H15NO

> <MOLECULAR_WEIGHT>
153.225

> <EXACT_MASS>
153.115364107

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.673245239994827

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
1.1185776536666663

> <ALOGPS_LOGS>
-2.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.233803068636128

> <JCHEM_PKA_STRONGEST_BASIC>
7.064810613482441

> <JCHEM_POLAR_SURFACE_AREA>
29.43

> <JCHEM_REFRACTIVITY>
44.6502

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(2R)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)

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PDB for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)
HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -3.208   2.873   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.542   2.103   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.542   0.563   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -3.208  -0.207   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -1.875   0.563   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.875   2.103   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.541  -0.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.793   0.563   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126  -0.207   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.876  -0.207   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.793   2.103   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    6    4    7                                                  
CONECT    6    1    5                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8                                                            
CONECT   10    3                                                            
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)
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SMILES for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)
CC(=O)C[C@H]1CCCC(C)=N1
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INCHI for NP0241999 (1-[(2r)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one)
InChI=1S/C9H15NO/c1-7-4-3-5-9(10-7)6-8(2)11/h9H,3-6H2,1-2H3/t9-/m1/s1
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View in JSmol
Synonyms
ValueSource
1-[(2,3,4,5-Tetrahydro-6-methylpyridin)-2b-yl]propan-2-oneGenerator
1-[(2,3,4,5-Tetrahydro-6-methylpyridin)-2β-yl]propan-2-oneGenerator
(R)-1-(2,3,4,5-Tetrahydro-6-methyl-2-pyridinyl)-2-propanonePhytoBank
1-[(2R)-2,3,4,5-Tetrahydro-6-methyl-2-pyridinyl]-2-propanonePhytoBank
Chemical FormulaC9H15NO
Average Mass153.2250 Da
Monoisotopic Mass153.11536 Da
IUPAC Name1-[(2R)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one
Traditional Name1-[(2R)-6-methyl-2,3,4,5-tetrahydropyridin-2-yl]propan-2-one
CAS Registry NumberNot Available
SMILES
CC(=O)C[C@H]1CCCC(C)=N1
InChI Identifier
InChI=1S/C9H15NO/c1-7-4-3-5-9(10-7)6-8(2)11/h9H,3-6H2,1-2H3/t9-/m1/s1
InChI KeyDAKWFMWLKUCUON-SECBINFHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Epilachna varivestisLOTUS Database
Pinus nigraLOTUS Database
Pinus ponderosaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetrahydropyridines. These are derivatives of  pyridine in which two double bonds in the pyridine moiety are reduced by adding four hydrogen atoms.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPyridines and derivatives  
Sub ClassHydropyridines  
Direct ParentTetrahydropyridines  
Alternative Parents
Substituents
  • Tetrahydropyridine
    • 

  • Ketone
    • 

  • Ketimine
    • 

  • Azacycle
    • 

  • Organic 1,3-dipolar compound
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Imine
    • 

  • Carbonyl group
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
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
logP1.9ALOGPS
logP1.12ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)18.23ChemAxon
pKa (Strongest Basic)7.06ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.43 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity44.65 m³·mol⁻¹ChemAxon
Polarizability17.67 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID61586673  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101663292  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]