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Showing NP-Card for 6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol (NP0224578)

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Record Information
Version2.0
Created at2022-09-06 03:02:46 UTC
Updated at2022-09-06 03:02:46 UTC
NP-MRD IDNP0224578
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol
Description6-Amino-5-methyl-5,6-dihydro-2H-1,3-oxazine-4,5-diol belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. 6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol is found in Zanthoxylum schinifolium. 6-Amino-5-methyl-5,6-dihydro-2H-1,3-oxazine-4,5-diol is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)


  Mrv1533004241514052D          

 10 10  0  0  0  0            999 V2000
    1.2448    1.8695    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
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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
    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 N   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    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
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3D MOL for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)

     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -1.3988    1.1553   -0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6108    0.3194    0.4729 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3829    0.0249    1.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5243    1.1637    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2929    2.2075    1.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8773    0.8431    0.6396 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1268   -0.4613    0.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0903   -1.2948    0.5127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0580   -0.9262   -0.1787 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9699   -2.0334   -0.1462 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8156    2.0378   -0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6018    0.5587   -1.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3332    1.5566   -0.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3218    0.0158    1.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6789    1.4907    0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9994   -0.3652   -1.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1165   -0.8111    0.3450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -0.7196   -1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8780   -1.8346    0.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5311   -2.9272    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  2  9  1  0
  9 10  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  2  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  9 18  1  6
 10 19  1  0
 10 20  1  0
  7 16  1  0
  7 17  1  0
  6 15  1  0
M  END
Download

3D SDF for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)


  Mrv1533004241514052D          

 10 10  0  0  0  0            999 V2000
    1.2448    1.8695    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
    0.1842    1.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    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
    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 N   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    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  2  9  1  0  0  0  0
  9 10  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0224578

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(O)C(N)OCNC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10N2O3/c1-5(9)3(6)10-2-7-4(5)8/h3,9H,2,6H2,1H3,(H,7,8)

> <INCHI_KEY>
HUESNBGSDPNMHU-UHFFFAOYSA-N

> <FORMULA>
C5H10N2O3

> <MOLECULAR_WEIGHT>
146.146

> <EXACT_MASS>
146.06914219

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.56000295484711

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-amino-5-hydroxy-5-methyl-1,3-oxazinan-4-one

> <ALOGPS_LOGP>
-2.14

> <JCHEM_LOGP>
-1.558643382333333

> <ALOGPS_LOGS>
0.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.458938168735383

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.55321524123836

> <JCHEM_PKA_STRONGEST_BASIC>
7.30214329762774

> <JCHEM_POLAR_SURFACE_AREA>
84.58000000000001

> <JCHEM_REFRACTIVITY>
32.094800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.30e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-amino-5-hydroxy-5-methyl-1,3-oxazinan-4-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)

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PDB for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)
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       2.324   3.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.344   3.490   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    9                                             
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    2   10                                                  
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)
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SMILES for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)
CC1(O)C(N)OCNC1=O
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INCHI for NP0224578 (6-amino-5-methyl-2,6-dihydro-1,3-oxazine-4,5-diol)
InChI=1S/C5H10N2O3/c1-5(9)3(6)10-2-7-4(5)8/h3,9H,2,6H2,1H3,(H,7,8)
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View in JSmol
SynonymsNot Available
Chemical FormulaC5H10N2O3
Average Mass146.1460 Da
Monoisotopic Mass146.06914 Da
IUPAC Name6-amino-5-hydroxy-5-methyl-1,3-oxazinan-4-one
Traditional Name6-amino-5-hydroxy-5-methyl-1,3-oxazinan-4-one
CAS Registry NumberNot Available
SMILES
CC1(O)C(N)OCNC1=O
InChI Identifier
InChI=1S/C5H10N2O3/c1-5(9)3(6)10-2-7-4(5)8/h3,9H,2,6H2,1H3,(H,7,8)
InChI KeyHUESNBGSDPNMHU-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
Zanthoxylum schinifoliumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentBeta amino acids and derivatives  
Alternative Parents
Substituents
  • Beta amino acid or derivatives
    • 

  • 1,3-oxazinane
    • 

  • Oxazinane
    • 

  • Tertiary alcohol
    • 

  • Carboxamide group
    • 

  • Hemiaminal
    • 

  • Lactam
    • 

  • Secondary carboxylic acid amide
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Alcohol
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Hydrocarbon derivative
    • 

  • 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-2.1ALOGPS
logP-1.6ChemAxon
logS0.56ALOGPS
pKa (Strongest Acidic)10.55ChemAxon
pKa (Strongest Basic)7.3ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area84.58 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity32.09 m³·mol⁻¹ChemAxon
Polarizability13.56 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 Compound76223726  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]