Np mrd loader

Showing NP-Card for Scopine (NP0137340)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-05-30 16:49:27 UTC
Updated at2022-05-30 16:49:28 UTC
NP-MRD IDNP0137340
Secondary Accession NumbersNone
Natural Product Identification
Common NameScopine
Description9-Methyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]Nonan-7-ol belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively. Scopine is found in Datura stramonium. 9-Methyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]Nonan-7-ol is a very strong basic compound (based on its pKa).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0137340 (Scopine)


  Mrv1533004191516112D          

 11 13  0  0  0  0            999 V2000
    0.0005    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255    1.2684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615    0.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    1.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    2.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    1.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023    1.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    0.8559    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for NP0137340 (Scopine)

     RDKit          3D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -2.0432   -1.2945   -0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7319   -0.8038   -0.0996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4997   -0.0765    1.1048 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9680   -0.0046    1.3713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8445   -0.0964    0.1905 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5886   -1.2997    0.2351 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2059    0.0672   -1.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975    0.1569   -1.0987 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7518    1.5139   -0.6045 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0106    2.2092    0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9678    1.3559    0.8061 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0165   -2.2777   -0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472   -0.6410   -0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4603   -1.5721    0.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0468   -0.4529    1.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1440    0.9469    1.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2313   -0.8162    2.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6368    0.7057    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8335   -1.5909   -0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4385   -0.8333   -1.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6035    0.9410   -1.7240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7380   -0.0386   -2.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658    2.1581   -1.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8386    1.7435    1.3300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  1  0
  5  4  1  0
  4  3  1  0
  3 11  1  0
 11 10  1  0
 10  9  1  0
  3  2  1  0
  9 11  1  0
  9  8  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  8 22  1  6
  7 20  1  0
  7 21  1  0
  5 18  1  1
  6 19  1  0
  4 16  1  0
  4 17  1  0
  3 15  1  1
 11 24  1  6
  9 23  1  6
M  END
Download

3D SDF for NP0137340 (Scopine)


  Mrv1533004191516112D          

 11 13  0  0  0  0            999 V2000
    0.0005    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255    1.2684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    0.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615    0.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2195    1.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    1.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8615    2.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0572    2.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    1.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3023    1.2684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4122    0.8559    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  3 11  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137340

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C2CC(O)CC1C1OC21

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

> <INCHI_KEY>
FIMXSEMBHGTNKT-UHFFFAOYSA-N

> <FORMULA>
C8H13NO2

> <MOLECULAR_WEIGHT>
155.197

> <EXACT_MASS>
155.094628663

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.003855947659467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-methyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]nonan-7-ol

> <ALOGPS_LOGP>
-0.30

> <JCHEM_LOGP>
-0.6427280566666669

> <ALOGPS_LOGS>
0.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.150970142035337

> <JCHEM_PKA_STRONGEST_BASIC>
7.168862817794973

> <JCHEM_POLAR_SURFACE_AREA>
36.0

> <JCHEM_REFRACTIVITY>
39.49870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e+03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-methyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]nonan-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0137340 (Scopine)

Download
PDB for NP0137340 (Scopine)
HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       0.001   2.368   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       1.541   2.368   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       1.973   0.637   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.475   0.980   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.143   2.368   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.683   2.368   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.475   3.755   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.973   4.098   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.769   3.138   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.564   2.368   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.769   1.598   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    2    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   11                                                       
CONECT   11   10    3    9                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   26    0
END

Download
3D PDB for NP0137340 (Scopine)
Download
SMILES for NP0137340 (Scopine)
CN1C2CC(O)CC1C1OC21
Download
INCHI for NP0137340 (Scopine)
InChI=1S/C8H13NO2/c1-9-5-2-4(10)3-6(9)8-7(5)11-8/h4-8,10H,2-3H2,1H3
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC8H13NO2
Average Mass155.1970 Da
Monoisotopic Mass155.09463 Da
IUPAC Name9-methyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]nonan-7-ol
Traditional Name9-methyl-3-oxa-9-azatricyclo[3.3.1.0²,⁴]nonan-7-ol
CAS Registry NumberNot Available
SMILES
CN1C2CC(O)CC1C1OC21
InChI Identifier
InChI=1S/C8H13NO2/c1-9-5-2-4(10)3-6(9)8-7(5)11-8/h4-8,10H,2-3H2,1H3
InChI KeyFIMXSEMBHGTNKT-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
Datura stramoniumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassOxazinanes  
Sub ClassMorpholines  
Direct ParentMorpholines  
Alternative Parents
Substituents
  • Morpholine
    • 

  • Piperidine
    • 

  • N-alkylpyrrolidine
    • 

  • Cyclic alcohol
    • 

  • Pyrrolidine
    • 

  • Secondary alcohol
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Dialkyl ether
    • 

  • Oxirane
    • 

  • Ether
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organooxygen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Alcohol
    • 

  • 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-0.3ALOGPS
logP-0.64ChemAxon
logS0.82ALOGPS
pKa (Strongest Acidic)15.15ChemAxon
pKa (Strongest Basic)7.17ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area36 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity39.5 m³·mol⁻¹ChemAxon
Polarizability16 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound274439  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available