Np mrd loader

Showing NP-Card for (1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol (NP0164533)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-02 23:25:49 UTC
Updated at2022-09-02 23:25:49 UTC
NP-MRD IDNP0164533
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol
Description(1R,2S,3S,5R)-8-azabicyclo[3.2.1]Octane-1,2,3-triol belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane. (1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol is found in Ipomoea batatas and Mandragora autumnalis. Based on a literature review very few articles have been published on (1R,2S,3S,5R)-8-azabicyclo[3.2.1]Octane-1,2,3-triol.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)


  Mrv1652309032201252D          

 11 12  0  0  1  0            999 V2000
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4421   -1.0949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9444   -0.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  4  9  1  1  0  0  0
  7 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
M  END
Download

3D MOL for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)

     RDKit          3D

 24 25  0  0  0  0  0  0  0  0999 V2000
    1.5818   -1.1847    1.0908 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2561   -0.7438   -0.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1175   -1.5248   -0.7969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2163   -0.8352   -0.6404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4665   -0.6549    0.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0894    0.7773    1.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542    1.1842   -0.1616 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3749    2.5649   -0.3348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0842    0.4898   -1.2157 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0659    0.7297   -0.2208 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8333    1.2768    0.8176 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786   -1.7521    1.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1632   -0.9892   -0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0316   -2.4897   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2981   -1.7992   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778   -1.4150   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4962   -0.9066    1.0774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7910   -1.2969    1.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0533    1.3618    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5825    0.9692    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4426    2.8393   -0.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826    0.9451   -1.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5079    1.1422   -1.1623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7922    1.3120    0.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  6
  7  9  1  0
  7 10  1  0
 10 11  1  0
 10  2  1  0
  9  4  1  0
  1 12  1  0
  2 13  1  6
  3 14  1  0
  3 15  1  0
  4 16  1  6
  5 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  6
 11 24  1  0
M  END
Download

3D SDF for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)


  Mrv1652309032201252D          

 11 12  0  0  1  0            999 V2000
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4421   -1.0949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9444   -0.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  4  9  1  1  0  0  0
  7 10  1  0  0  0  0
  2 10  1  0  0  0  0
 10 11  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0164533

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@H]1C[C@H]2CC[C@](O)(N2)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO3/c9-5-3-4-1-2-7(11,8-4)6(5)10/h4-6,8-11H,1-3H2/t4-,5+,6+,7-/m1/s1

> <INCHI_KEY>
XOCBOVUINUHZJA-JRTVQGFMSA-N

> <FORMULA>
C7H13NO3

> <MOLECULAR_WEIGHT>
159.185

> <EXACT_MASS>
159.089543283

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
15.673214353712936

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3S,5R)-8-azabicyclo[3.2.1]octane-1,2,3-triol

> <ALOGPS_LOGP>
-1.19

> <JCHEM_LOGP>
-1.4581674610000002

> <ALOGPS_LOGS>
0.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.598801520007573

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.234223062209615

> <JCHEM_PKA_STRONGEST_BASIC>
9.140574878413886

> <JCHEM_POLAR_SURFACE_AREA>
72.72

> <JCHEM_REFRACTIVITY>
37.97389999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.60e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S,5R)-8-azabicyclo[3.2.1]octane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)

Download
PDB for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)
HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0       6.744   1.188   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.831   1.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.692  -2.044   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       2.602   1.188   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.536  -0.200   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.496  -1.404   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7    4                                                       
CONECT   10    7    2   11                                                  
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

Download
3D PDB for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)
Download
SMILES for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)
O[C@H]1C[C@H]2CC[C@](O)(N2)[C@H]1O
Download
INCHI for NP0164533 ((1r,2s,3s,5r)-8-azabicyclo[3.2.1]octane-1,2,3-triol)
InChI=1S/C7H13NO3/c9-5-3-4-1-2-7(11,8-4)6(5)10/h4-6,8-11H,1-3H2/t4-,5+,6+,7-/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC7H13NO3
Average Mass159.1850 Da
Monoisotopic Mass159.08954 Da
IUPAC Name(1R,2S,3S,5R)-8-azabicyclo[3.2.1]octane-1,2,3-triol
Traditional Name(1R,2S,3S,5R)-8-azabicyclo[3.2.1]octane-1,2,3-triol
CAS Registry NumberNot Available
SMILES
O[C@H]1C[C@H]2CC[C@](O)(N2)[C@H]1O
InChI Identifier
InChI=1S/C7H13NO3/c9-5-3-4-1-2-7(11,8-4)6(5)10/h4-6,8-11H,1-3H2/t4-,5+,6+,7-/m1/s1
InChI KeyXOCBOVUINUHZJA-JRTVQGFMSA-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
Ipomoea batatasLOTUS Database
Mandragora autumnalisLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.
KingdomOrganic compounds  
Super ClassAlkaloids and derivatives  
ClassTropane alkaloids  
Sub ClassNot Available
Direct ParentTropane alkaloids  
Alternative Parents
Substituents
  • Tropane alkaloid
    • 

  • Piperidine
    • 

  • Pyrrolidine
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Hemiaminal
    • 

  • 1,2-diol
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Secondary amine
    • 

  • Polyol
    • 

  • Secondary aliphatic amine
    • 

  • Alkanolamine
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • 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-1.2ALOGPS
logP-1.5ChemAxon
logS0.62ALOGPS
pKa (Strongest Acidic)12.23ChemAxon
pKa (Strongest Basic)9.14ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area72.72 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity37.97 m³·mol⁻¹ChemAxon
Polarizability15.67 ųChemAxon
Number of Rings2ChemAxon
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 Compound14608506  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]