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Showing NP-Card for 4-Oxo-4-(3-pyridyl)-butanamide (NP0086740)

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Record Information
Version2.0
Created at2022-05-11 16:29:41 UTC
Updated at2022-05-11 16:29:41 UTC
NP-MRD IDNP0086740
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-Oxo-4-(3-pyridyl)-butanamide
Description4-Oxo-4-(3-pyridyl)-butanamide, also known as 4-(3-pyridyl)-4-oxobutyramide or POBAM, 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-Oxo-4-(3-pyridyl)-butanamide was first documented in 1997 (PMID: 9512938). 4-Oxo-4-(3-pyridyl)-butanamide is a strong basic compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)


  Mrv0541 02231219012D          

 13 13  0  0  0  0            999 V2000
   15.0200  -19.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4325  -19.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200  -18.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -18.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7826  -19.1653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -19.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4325  -17.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2574  -17.7361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200  -17.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -17.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7826  -16.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -15.5932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9577  -16.3077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
Download

3D MOL for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)

     RDKit          3D

 23 23  0  0  0  0  0  0  0  0999 V2000
   -3.9739    0.7699    0.1344 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9578   -0.2540    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0283   -1.0715    1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9519   -0.3016   -0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7703   -1.1651   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0292   -0.6550    0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5839   -0.6998    1.6113 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3271   -0.1031    0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0172    0.0093   -0.7996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042    0.5425   -0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8752    0.9602    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864    0.8451    1.4527 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9456    0.3335    1.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8356    0.6881   -0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7812    1.5909    0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6633    0.7358   -1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5193   -0.6625   -1.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -1.3375   -1.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1711   -2.1957   -0.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.3133   -1.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8510    0.6299   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8843    1.3908    0.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4270    0.2630    2.4825 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  2  0
  6  8  1  0
  8 13  2  0
 13 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
 13 23  1  0
 11 22  1  0
 10 21  1  0
  9 20  1  0
M  END
Download

3D SDF for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)


  Mrv0541 02231219012D          

 13 13  0  0  0  0            999 V2000
   15.0200  -19.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4325  -19.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200  -18.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -18.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7826  -19.1653    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -19.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4325  -17.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2574  -17.7361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0200  -17.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -17.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7826  -16.3077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1951  -15.5932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9577  -16.3077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086740

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(=O)CCC(=O)C1=CN=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10N2O2/c10-9(13)4-3-8(12)7-2-1-5-11-6-7/h1-2,5-6H,3-4H2,(H2,10,13)

> <INCHI_KEY>
DJEKVKGYYASXCW-UHFFFAOYSA-N

> <FORMULA>
C9H10N2O2

> <MOLECULAR_WEIGHT>
178.1879

> <EXACT_MASS>
178.074227574

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
17.929666614647104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-oxo-4-(pyridin-3-yl)butanamide

> <ALOGPS_LOGP>
-0.45

> <JCHEM_LOGP>
-0.6688589590000001

> <ALOGPS_LOGS>
-1.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.929170489904227

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.49503416821856

> <JCHEM_PKA_STRONGEST_BASIC>
3.8074172214639934

> <JCHEM_POLAR_SURFACE_AREA>
73.05

> <JCHEM_REFRACTIVITY>
47.019400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-oxo-4-(3-pyridyl)-butanamide

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)

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PDB for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      28.037 -37.109   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.807 -35.775   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.037 -34.441   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.497 -34.441   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      25.728 -35.775   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      26.497 -37.109   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.807 -33.107   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      30.347 -33.107   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      28.037 -31.775   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.497 -31.775   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.728 -30.441   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      26.497 -29.107   0.000  0.00  0.00           O+0
HETATM   13  N   UNK     0      24.188 -30.441   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5                                                       
CONECT    7    3    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)
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SMILES for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)
NC(=O)CCC(=O)C1=CN=CC=C1
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INCHI for NP0086740 (4-Oxo-4-(3-pyridyl)-butanamide)
InChI=1S/C9H10N2O2/c10-9(13)4-3-8(12)7-2-1-5-11-6-7/h1-2,5-6H,3-4H2,(H2,10,13)
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View in JSmol
Synonyms
ValueSource
4-(3-Pyridyl)-4-oxobutyramideHMDB
POBAMHMDB
4-oxo-4-(Pyridin-3-yl)butanimidateHMDB
Chemical FormulaC9H10N2O2
Average Mass178.1879 Da
Monoisotopic Mass178.07423 Da
IUPAC Name4-oxo-4-(pyridin-3-yl)butanamide
Traditional Name4-oxo-4-(3-pyridyl)-butanamide
CAS Registry NumberNot Available
SMILES
NC(=O)CCC(=O)C1=CN=CC=C1
InChI Identifier
InChI=1S/C9H10N2O2/c10-9(13)4-3-8(12)7-2-1-5-11-6-7/h1-2,5-6H,3-4H2,(H2,10,13)
InChI KeyDJEKVKGYYASXCW-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchosFooDB
AnatidaeFooDB
Anser anserFooDB
Bison bisonFooDB
Bos taurusFooDB
Bos taurus X Bison bisonFooDB
Bubalus bubalisFooDB
Capra aegagrus hircusFooDB
CervidaeFooDB
Cervus canadensisFooDB
ColumbaFooDB
ColumbidaeFooDB
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
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
    • 

  • Fatty amide
    • 

  • Fatty acyl
    • 

  • Pyridine
    • 

  • Heteroaromatic compound
    • 

  • Carboxamide group
    • 

  • Primary carboxylic acid amide
    • 

  • Carboxylic acid derivative
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • 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
logP-0.45ALOGPS
logP-0.67ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)14.5ChemAxon
pKa (Strongest Basic)3.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area73.05 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity47.02 m³·mol⁻¹ChemAxon
Polarizability17.93 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001267  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022521  
KNApSAcK IDNot Available
Chemspider ID422  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6122  
PubChem Compound435  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Eldirdiri N, Ulgen M, Jacob P 3rd, Gorrod JW: The in vitro metabolism of norcotinine and related biotransformation products by microsomal preparations. Eur J Drug Metab Pharmacokinet. 1997 Oct-Dec;22(4):385-90. doi: 10.1007/BF03190974. [PubMed:9512938  ]