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Showing NP-Card for 4-acetyl-2-isopropenylpyridine (NP0256295)

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Record Information
Version2.0
Created at2022-09-07 21:04:02 UTC
Updated at2022-09-07 21:04:03 UTC
NP-MRD IDNP0256295
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-acetyl-2-isopropenylpyridine
Description1-[2-(Prop-1-en-2-yl)pyridin-4-yl]ethan-1-one belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 4-acetyl-2-isopropenylpyridine is found in Mentha arvensis. 1-[2-(Prop-1-en-2-yl)pyridin-4-yl]ethan-1-one is a moderately basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0256295 (4-acetyl-2-isopropenylpyridine)


  Mrv1572004241623552D          

 12 12  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  2  0  0  0  0
M  END
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3D MOL for NP0256295 (4-acetyl-2-isopropenylpyridine)

     RDKit          3D

 23 23  0  0  0  0  0  0  0  0999 V2000
    2.6223   -1.5276    0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3933   -0.3463    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.4961   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689    0.1968   -0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0467   -0.5151    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3388   -0.0414    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4802   -0.8624    0.4307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8765   -0.3606    0.2595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524   -2.0161    0.9159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792    1.2195   -0.4813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3249    1.9265   -0.8151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9016    1.4430   -0.6466 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6342   -1.9113    0.6938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8470   -2.1995    0.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -0.1317   -0.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7186    1.2014    0.5312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3280    1.0977   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0274   -1.5046    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2960   -0.6385   -0.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9284    0.7330    0.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5469   -0.8388    1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4510    1.6456   -0.6330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4530    2.9342   -1.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4 12  2  0
 12 11  1  0
 11 10  2  0
 10  6  1  0
  6  5  2  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  5  4  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  1 13  1  0
  1 14  1  0
 11 23  1  0
 10 22  1  0
  5 18  1  0
  8 19  1  0
  8 20  1  0
  8 21  1  0
M  END
Download

3D SDF for NP0256295 (4-acetyl-2-isopropenylpyridine)


  Mrv1572004241623552D          

 12 12  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0256295

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1=NC=CC(=C1)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO/c1-7(2)10-6-9(8(3)12)4-5-11-10/h4-6H,1H2,2-3H3

> <INCHI_KEY>
RYNRLVOZUDLPQK-UHFFFAOYSA-N

> <FORMULA>
C10H11NO

> <MOLECULAR_WEIGHT>
161.204

> <EXACT_MASS>
161.084063978

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.827525571920138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-[2-(prop-1-en-2-yl)pyridin-4-yl]ethan-1-one

> <ALOGPS_LOGP>
1.52

> <JCHEM_LOGP>
1.7351679063333334

> <ALOGPS_LOGS>
-1.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.792944704449962

> <JCHEM_PKA_STRONGEST_BASIC>
2.7086009636594364

> <JCHEM_POLAR_SURFACE_AREA>
29.96

> <JCHEM_REFRACTIVITY>
47.9002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[2-(prop-1-en-2-yl)pyridin-4-yl]ethanone

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0256295 (4-acetyl-2-isopropenylpyridine)

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PDB for NP0256295 (4-acetyl-2-isopropenylpyridine)
HEADER    PROTEIN                                 24-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-16         0                                  
HETATM    1  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    9   10                                                       
CONECT    7    1    2   10                                                  
CONECT    8    3    9   12                                                  
CONECT    9    4    6    8                                                  
CONECT   10    6    7   11                                                  
CONECT   11    5   10                                                       
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

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3D PDB for NP0256295 (4-acetyl-2-isopropenylpyridine)
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SMILES for NP0256295 (4-acetyl-2-isopropenylpyridine)
CC(=C)C1=NC=CC(=C1)C(C)=O
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INCHI for NP0256295 (4-acetyl-2-isopropenylpyridine)
InChI=1S/C10H11NO/c1-7(2)10-6-9(8(3)12)4-5-11-10/h4-6H,1H2,2-3H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H11NO
Average Mass161.2040 Da
Monoisotopic Mass161.08406 Da
IUPAC Name1-[2-(prop-1-en-2-yl)pyridin-4-yl]ethan-1-one
Traditional Name1-[2-(prop-1-en-2-yl)pyridin-4-yl]ethanone
CAS Registry NumberNot Available
SMILES
CC(=C)C1=NC=CC(=C1)C(C)=O
InChI Identifier
InChI=1S/C10H11NO/c1-7(2)10-6-9(8(3)12)4-5-11-10/h4-6H,1H2,2-3H3
InChI KeyRYNRLVOZUDLPQK-UHFFFAOYSA-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
Mentha arvensisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAryl alkyl ketones  
Alternative Parents
Substituents
  • Aryl alkyl ketone
    • 

  • Pyridine
    • 

  • Heteroaromatic compound
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic 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
logP1.52ALOGPS
logP1.74ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)15.79ChemAxon
pKa (Strongest Basic)2.71ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.96 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.9 m³·mol⁻¹ChemAxon
Polarizability17.83 ųChemAxon
Number of Rings1ChemAxon
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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound529352  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]