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Showing NP-Card for 5-(hydroxyamino)-3-methylpyrrol-2-one (NP0291483)

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Record Information
Version2.0
Created at2022-09-09 22:35:51 UTC
Updated at2022-09-09 22:35:51 UTC
NP-MRD IDNP0291483
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-(hydroxyamino)-3-methylpyrrol-2-one
Description5-(Hydroxyamino)-3-methyl-2H-pyrrol-2-one belongs to the class of organic compounds known as n-acylimines. These are n-acyl derivatives of imines. Imines are compounds containing an imine functional group, with the general structure RN=CR2 (R = H, hydrocarbyl). 5-(hydroxyamino)-3-methylpyrrol-2-one is found in Pseudoceratina purpurea. 5-(Hydroxyamino)-3-methyl-2H-pyrrol-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)


  Mrv1533004241501562D          

  9  9  0  0  0  0            999 V2000
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
Download

3D MOL for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)

     RDKit          3D

 15 15  0  0  0  0  0  0  0  0999 V2000
   -2.2683   -0.6239   -0.1829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9418   -0.0103   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2422   -0.6143   -0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191    0.3266   -0.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753    0.0529   -0.1536 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0009   -1.2207   -0.4440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488    1.5935    0.2301 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6516    1.3971    0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5100    2.2882    0.4385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9518   -0.1044   -0.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729   -1.6848   -0.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7406   -0.5597    0.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -1.6697   -0.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7559   -1.6402    0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795    2.4697    0.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  7  1  0
  7  8  1  0
  8  9  2  0
  4  5  2  0
  5  6  1  0
  8  2  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  7 15  1  0
  6 14  1  0
M  END
Download

3D SDF for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)


  Mrv1533004241501562D          

  9  9  0  0  0  0            999 V2000
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  4  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0291483

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(NC1=O)=NO

> <INCHI_IDENTIFIER>
InChI=1S/C5H6N2O2/c1-3-2-4(7-9)6-5(3)8/h2,9H,1H3,(H,6,7,8)

> <INCHI_KEY>
IPCRXJIEGNBCCT-UHFFFAOYSA-N

> <FORMULA>
C5H6N2O2

> <MOLECULAR_WEIGHT>
126.115

> <EXACT_MASS>
126.042927441

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.850304718751092

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(hydroxyimino)-3-methyl-2,5-dihydro-1H-pyrrol-2-one

> <ALOGPS_LOGP>
-0.36

> <JCHEM_LOGP>
-0.23087264966666654

> <ALOGPS_LOGS>
-1.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.82036948116604

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.280881321463784

> <JCHEM_PKA_STRONGEST_BASIC>
-3.381153601618155

> <JCHEM_POLAR_SURFACE_AREA>
61.690000000000005

> <JCHEM_REFRACTIVITY>
31.5302

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.61e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(hydroxyimino)-3-methyl-1H-pyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)

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PDB for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.735  -1.536   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       0.290  -0.290   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END

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3D PDB for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)
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SMILES for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)
CC1=CC(NC1=O)=NO
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INCHI for NP0291483 (5-(hydroxyamino)-3-methylpyrrol-2-one)
InChI=1S/C5H6N2O2/c1-3-2-4(7-9)6-5(3)8/h2,9H,1H3,(H,6,7,8)
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View in JSmol
SynonymsNot Available
Chemical FormulaC5H6N2O2
Average Mass126.1150 Da
Monoisotopic Mass126.04293 Da
IUPAC Name5-(hydroxyimino)-3-methyl-2,5-dihydro-1H-pyrrol-2-one
Traditional Name5-(hydroxyimino)-3-methyl-1H-pyrrol-2-one
CAS Registry NumberNot Available
SMILES
CC1=CC(NC1=O)=NO
InChI Identifier
InChI=1S/C5H6N2O2/c1-3-2-4(7-9)6-5(3)8/h2,9H,1H3,(H,6,7,8)
InChI KeyIPCRXJIEGNBCCT-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
Pseudoceratina purpureaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acylimines. These are n-acyl derivatives of imines. Imines are compounds containing an imine functional group, with the general structure RN=CR2 (R = H, hydrocarbyl).
KingdomOrganic compounds  
Super ClassOrganic nitrogen compounds  
ClassOrganonitrogen compounds  
Sub ClassImines  
Direct ParentN-acylimines  
Alternative Parents
Substituents
  • N-acylimine
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Organic 1,3-dipolar compound
    • 

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

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • 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
logP-0.36ALOGPS
logP-0.23ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)8.28ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area61.69 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.53 m³·mol⁻¹ChemAxon
Polarizability11.85 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]