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Showing NP-Card for (1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol (NP0219288)

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Record Information
Version2.0
Created at2022-09-05 20:13:54 UTC
Updated at2022-09-05 20:13:54 UTC
NP-MRD IDNP0219288
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol
DescriptionUNII-UGW80D8GKZ component MEGPURSNXMUDAE-JAJWTYFOSA-N belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively. (1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol is found in Datura inoxia and Boeremia foveata. Based on a literature review very few articles have been published on UNII-UGW80D8GKZ component MEGPURSNXMUDAE-JAJWTYFOSA-N.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)


  Mrv1652309052222132D          

 11 13  0  0  1  0            999 V2000
    0.1419    1.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5515    0.7930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    0.4437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1034    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1941   -0.0396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3275   -0.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -0.0396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5263   -0.8721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0794   -1.5656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275   -0.5822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1286   -0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  2  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  1  0  0  0
  5 11  1  0  0  0  0
M  END
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3D MOL for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)

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3D SDF for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)

  Mrv1652309052222132D          

 11 13  0  0  1  0            999 V2000
    0.1419    1.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5515    0.7930    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    0.4437    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1034    0.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1941   -0.0396    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3275   -0.0652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4608   -0.0396    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5263   -0.8721    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0794   -1.5656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275   -0.5822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1286   -0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  2  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  1  0  0  0
  5 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219288

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H]2C[C@H]3C[C@@H]1[C@@H](O)[C@@H]2O3

> <INCHI_IDENTIFIER>
InChI=1S/C8H13NO2/c1-9-5-2-4-3-6(9)8(11-4)7(5)10/h4-8,10H,2-3H2,1H3/t4-,5-,6+,7-,8-/m1/s1

> <INCHI_KEY>
MEGPURSNXMUDAE-JAJWTYFOSA-N

> <FORMULA>
C8H13NO2

> <MOLECULAR_WEIGHT>
155.197

> <EXACT_MASS>
155.094628663

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.08010566570717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3R,4R,5R,7S)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0^{3,7}]nonan-4-ol

> <JCHEM_LOGP>
-0.6427280566666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.54960498952942

> <JCHEM_PKA_STRONGEST_BASIC>
8.344928067696324

> <JCHEM_POLAR_SURFACE_AREA>
32.7

> <JCHEM_REFRACTIVITY>
39.49870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,4R,5R,7S)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0^{3,7}]nonan-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)
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PDB for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)
HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       0.265   2.817   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.030   1.480   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.478   0.828   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.926   1.480   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.096  -0.074   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.478  -0.122   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.860  -0.074   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.982  -1.628   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.148  -2.922   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.478  -1.087   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.973  -1.628   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8    3   11                                                  
CONECT   11   10    5                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   26    0
END

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3D PDB for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)
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SMILES for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)
CN1[C@H]2C[C@H]3C[C@@H]1[C@@H](O)[C@@H]2O3
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INCHI for NP0219288 ((1r,3r,4r,5r,7s)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0³,⁷]nonan-4-ol)
InChI=1S/C8H13NO2/c1-9-5-2-4-3-6(9)8(11-4)7(5)10/h4-8,10H,2-3H2,1H3/t4-,5-,6+,7-,8-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H13NO2
Average Mass155.1970 Da
Monoisotopic Mass155.09463 Da
IUPAC Name(1R,3R,4R,5R,7S)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0^{3,7}]nonan-4-ol
Traditional Name(1R,3R,4R,5R,7S)-6-methyl-2-oxa-6-azatricyclo[3.3.1.0^{3,7}]nonan-4-ol
CAS Registry NumberNot Available
SMILES
CN1[C@H]2C[C@H]3C[C@@H]1[C@@H](O)[C@@H]2O3
InChI Identifier
InChI=1S/C8H13NO2/c1-9-5-2-4-3-6(9)8(11-4)7(5)10/h4-8,10H,2-3H2,1H3/t4-,5-,6+,7-,8-/m1/s1
InChI KeyMEGPURSNXMUDAE-JAJWTYFOSA-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
Datura inoxiaLOTUS Database
Phoma exigua var. foveataLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,4-oxazepines. These are organic compounds containing an aromatic seven-membered wring containing a nitrogen and an oxygen atom, a positions 1 and 4, respectively.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassOxazepines  
Sub Class1,4-oxazepines  
Direct Parent1,4-oxazepines  
Alternative Parents
Substituents
  • Para-oxazepine
    • 

  • Monosaccharide
    • 

  • Oxane
    • 

  • Piperidine
    • 

  • N-alkylpyrrolidine
    • 

  • Cyclic alcohol
    • 

  • Pyrrolidine
    • 

  • Tetrahydrofuran
    • 

  • 1,2-aminoalcohol
    • 

  • Secondary alcohol
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Alcohol
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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-0.64ChemAxon
pKa (Strongest Acidic)13.55ChemAxon
pKa (Strongest Basic)8.34ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.7 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.5 m³·mol⁻¹ChemAxon
Polarizability16.08 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID29782757  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound25749301  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]