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Showing NP-Card for 2-Piperidinone (NP0000880)

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Record Information
Version1.0
Created at2009-03-05 10:31:10 UTC
Updated at2021-10-07 20:41:18 UTC
NP-MRD IDNP0000880
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Piperidinone
Description2-Piperidinone is a derivative of piperidine which is an organic compound. Piperidine is a colorless fuming liquid with an odor described as ammoniacal, pepper-like, the name comes from the genus name Piper, which is the Latin word for pepper. Piperidine is a widely used building block and chemical reagent in the synthesis of organic compounds, including pharmaceuticals.The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper the hot taste. This gave the compound its name.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000880 (2-Piperidinone)


  Mrv1652305261923552D          

  7  7  0  0  0  0            999 V2000
   10.8728   -8.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0479   -8.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2853   -9.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6355   -9.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8728  -10.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0479  -10.2848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2853  -10.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  2  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
Download

3D MOL for NP0000880 (2-Piperidinone)

HMDB0011749
     RDKit          3D
2-Piperidinone
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.3868    1.4900   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3294    0.8149   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158    1.4295   -0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563    0.6031    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679   -0.7574    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2480   -1.3887   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -0.6023    0.0662 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533    2.4729    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227    1.3469   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5817    0.5618    1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9378    1.1089    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363   -1.4074    0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -0.5895   -0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.6214   -1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3191   -2.3881    0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2480   -1.0731    0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  3  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  6 15  1  0
  7 16  1  0
M  END
Download

3D SDF for NP0000880 (2-Piperidinone)


  Mrv1652305261923552D          

  7  7  0  0  0  0            999 V2000
   10.8728   -8.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0479   -8.8558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2853   -9.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6355   -9.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8728  -10.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0479  -10.2848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2853  -10.9994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  2  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000880

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1CCCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)

> <INCHI_KEY>
XUWHAWMETYGRKB-UHFFFAOYSA-N

> <FORMULA>
C5H9NO

> <MOLECULAR_WEIGHT>
99.1311

> <EXACT_MASS>
99.068413915

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
10.662282901878665

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
piperidin-2-one

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
-0.1350406333333333

> <ALOGPS_LOGS>
0.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.88923083444066

> <JCHEM_PKA_STRONGEST_BASIC>
-1.61365657284703

> <JCHEM_POLAR_SURFACE_AREA>
29.1

> <JCHEM_REFRACTIVITY>
26.858900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
delta-valerolactam

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0000880 (2-Piperidinone)

HMDB0011749
     RDKit          3D
2-Piperidinone
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.3868    1.4900   -0.1212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3294    0.8149   -0.0955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158    1.4295   -0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9563    0.6031    0.6451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0679   -0.7574    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2480   -1.3887   -0.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874   -0.6023    0.0662 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0533    2.4729    0.1313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227    1.3469   -1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5817    0.5618    1.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9378    1.1089    0.5985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7363   -1.4074    0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6039   -0.5895   -0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.6214   -1.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3191   -2.3881    0.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2480   -1.0731    0.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  2  1  0
  3  8  1  0
  3  9  1  0
  4 10  1  0
  4 11  1  0
  5 12  1  0
  5 13  1  0
  6 14  1  0
  6 15  1  0
  7 16  1  0
M  END
Download

PDB for NP0000880 (2-Piperidinone)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      20.296 -16.531   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.756 -16.531   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.066 -17.865   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.986 -17.865   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.296 -19.198   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      18.756 -19.198   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      21.066 -20.532   0.000  0.00  0.00           O+0
CONECT    1    3    2                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7    6                                                  
CONECT    6    4    5                                                       
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END
Download

3D PDB for NP0000880 (2-Piperidinone)

COMPND    HMDB0011749
HETATM    1  O1  UNL     1       2.387   1.490  -0.121  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.329   0.815  -0.095  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.016   1.430  -0.228  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.956   0.603   0.645  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.068  -0.757   0.003  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.248  -1.389  -0.302  1.00  0.00           C  
HETATM    7  N1  UNL     1       1.387  -0.602   0.066  1.00  0.00           N  
HETATM    8  H1  UNL     1      -0.053   2.473   0.131  1.00  0.00           H  
HETATM    9  H2  UNL     1      -0.323   1.347  -1.276  1.00  0.00           H  
HETATM   10  H3  UNL     1      -0.582   0.562   1.668  1.00  0.00           H  
HETATM   11  H4  UNL     1      -1.938   1.109   0.598  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.736  -1.407   0.635  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.604  -0.590  -0.977  1.00  0.00           H  
HETATM   14  H7  UNL     1       0.357  -1.621  -1.397  1.00  0.00           H  
HETATM   15  H8  UNL     1       0.319  -2.388   0.201  1.00  0.00           H  
HETATM   16  H9  UNL     1       2.248  -1.073   0.449  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    7
CONECT    3    4    8    9
CONECT    4    5   10   11
CONECT    5    6   12   13
CONECT    6    7   14   15
CONECT    7   16
END
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SMILES for NP0000880 (2-Piperidinone)

O=C1CCCCN1
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INCHI for NP0000880 (2-Piperidinone)

InChI=1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
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View in JSmolView NMR Assignments
Synonyms
ValueSource
2-oxo-PiperidineChEBI
2-OxopiperidineChEBI
5-PentanolactamChEBI
alpha-PiperidoneChEBI
delta-ValerolactamChEBI
PiperidinoneChEBI
PiperidonChEBI
PiperidoneChEBI
Piperidone-2ChEBI
a-PiperidoneGenerator
Α-piperidoneGenerator
Δ-valerolactamGenerator
2-PiperidoneHMDB
5-Amino-lactam-pentanoateHMDB
5-Amino-lactam-pentanoic acidHMDB
ValerolactimHMDB
Piperidin-2-oneHMDB
2-PiperidinoneMeSH
Chemical FormulaC5H9NO
Average Mass99.1311 Da
Monoisotopic Mass99.06841 Da
IUPAC Namepiperidin-2-one
Traditional Namedelta-valerolactam
CAS Registry Number675-20-7
SMILES
O=C1CCCCN1
InChI Identifier
InChI=1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)
InChI KeyXUWHAWMETYGRKB-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25 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 NMR1H NMR Spectrum (1D, 600 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, 700 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, 800 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, 900 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
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
Dichilus pilosusLOTUS Database
Dromaius novaehollandiaeFooDB
Equus caballusFooDB
Gallus gallusFooDB
Homo sapiensLOTUS Database
Lagopus mutaFooDB
LeporidaeFooDB
Lepus timidusFooDB
Melanitta fuscaFooDB
Meleagris gallopavoFooDB
Numida meleagrisFooDB
OdocoileusFooDB
OryctolagusFooDB
Ovis ariesFooDB
Panax ginsengKNApSAcK Database
PhasianidaeFooDB
Phasianus colchicusFooDB
Struthio camelusFooDB
Sus scrofaFooDB
Sus scrofa domesticaFooDB
Thamnophis butleriLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperidinones. Piperidinones are compounds containing a piperidine ring which bears a ketone.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPiperidines
Sub ClassPiperidinones
Direct ParentPiperidinones
Alternative Parents
Substituents
  • Delta-lactam
  • Piperidinone
  • Secondary carboxylic acid amide
  • Lactam
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point39.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility291 mg/mL at 25 °CNot Available
LogP-0.46Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility329 g/LALOGPS
logP-0.4ALOGPS
logP-0.14ChemAxon
logS0.52ALOGPS
pKa (Strongest Acidic)14.89ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity26.86 m³·mol⁻¹ChemAxon
Polarizability10.66 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0011749
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028421
KNApSAcK IDC00052660
Chemspider ID12144
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Piperidinone
METLIN IDNot Available
PubChem Compound12665
PDB IDNot Available
ChEBI ID77761
Good Scents IDrw1234601
References
General References
  1. Authors unspecified: Cancer Therapy Interactions With Foods and Dietary Supplements (PDQ(R)): Patient Version. 2002. [PubMed:34403226 ]
  2. Authors unspecified: Thyroid Cancer Screening (PDQ(R)): Health Professional Version. 2002. [PubMed:28876831 ]
  3. Authors unspecified: Childhood Cancer Genomics (PDQ(R)): Health Professional Version. 2002. [PubMed:27466641 ]
  4. Authors unspecified: Adult Soft Tissue Sarcoma Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389481 ]
  5. Authors unspecified: Testicular Cancer Screening (PDQ(R)): Health Professional Version. 2002. [PubMed:26389404 ]
  6. Authors unspecified: Rectal Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389402 ]
  7. Authors unspecified: Childhood Astrocytomas Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389391 ]
  8. Authors unspecified: Colon Cancer Treatment (PDQ(R)): Health Professional Version. 2002. [PubMed:26389297 ]
  9. Authors unspecified: Childhood Craniopharyngioma Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389237 ]
  10. Authors unspecified: Childhood Hodgkin Lymphoma Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389224 ]
  11. Authors unspecified: Langerhans Cell Histiocytosis Treatment (PDQ(R)): Patient Version. 2002. [PubMed:26389196 ]
  12. Karikalan M, Chander V, Mahajan S, Deol P, Agrawal RK, Nandi S, Rai SK, Mathur A, Pawde A, Singh KP, Sharma GK: Natural infection of Delta mutant of SARS-CoV-2 in Asiatic Lions of India. Transbound Emerg Dis. 2021 Aug 17. doi: 10.1111/tbed.14290. [PubMed:34404118 ]
  13. Nimmo DG, Carthey AJR, Jolly CJ, Blumstein DT: Welcome to the Pyrocene: animal survival in the age of megafire. Glob Chang Biol. 2021 Aug 17. doi: 10.1111/gcb.15834. [PubMed:34404117 ]
  14. Tanimura K, Shi Y, Imafuku H, Nakanishi T, Kanzawa M, Terai Y: Sudden fetal death with placental mesenchymal dysplasia complicated by placenta previa. J Obstet Gynaecol Res. 2021 Aug 17. doi: 10.1111/jog.14991. [PubMed:34404116 ]
  15. Lesko LJ: Perspective on model-informed drug development. CPT Pharmacometrics Syst Pharmacol. 2021 Aug 17. doi: 10.1002/psp4.12699. [PubMed:34404115 ]