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Showing NP-Card for (-)-Catuabine E N-oxide (NP0078381)

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Record Information
Version2.0
Created at2022-04-28 23:28:25 UTC
Updated at2022-04-28 23:28:25 UTC
NP-MRD IDNP0078381
Secondary Accession NumbersNone
Natural Product Identification
Common Name(-)-Catuabine E N-oxide
Description (-)-Catuabine E N-oxide is found in Erythroxylum vacciniifolium.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0078381 ((-)-Catuabine E N-oxide)


  Mrv1652304292201282D          

 28 31  0  0  1  0            999 V2000
    0.1593    0.4941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1593   -0.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -0.8453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6087   -0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9666    0.0816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6087    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    1.0085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0361    0.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -0.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -1.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291   -0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140    0.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2987   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2987   -1.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -1.3003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -2.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840    0.8521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2656    0.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2039   -0.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089    0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354    0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3317    0.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    1.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    1.5570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5861    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
  1 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  RAD  1   8   2
M  END
Download

3D MOL for NP0078381 ((-)-Catuabine E N-oxide)

Download
3D SDF for NP0078381 ((-)-Catuabine E N-oxide)

  Mrv1652304292201282D          

 28 31  0  0  1  0            999 V2000
    0.1593    0.4941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1593   -0.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -0.8453    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6087   -0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9666    0.0816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6087    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    1.0085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0361    0.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7881   -0.2576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2041   -0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916   -1.3473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0291   -0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140    0.0346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2987   -0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2987   -1.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5140   -1.3003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2591   -2.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840    0.8521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2656    0.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2039   -0.4354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0089    0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7354    0.3543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3317    0.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9737    1.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    1.5570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5861    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
  1 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  RAD  1   8   2
M  END
> <DATABASE_ID>
NP0078381

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C=CC=C1C(=O)O[C@@H]1C[C@H]2C[C@H](C[C@@H]1[N]2(C)O)OC(=O)C1=CC=CN1C

> <INCHI_IDENTIFIER>
InChI=1S/C20H26N3O5/c1-21-8-4-6-15(21)19(24)27-14-10-13-11-18(17(12-14)23(13,3)26)28-20(25)16-7-5-9-22(16)2/h4-9,13-14,17-18,26H,10-12H2,1-3H3/t13-,14-,17+,18-/m1/s1

> <INCHI_KEY>
UJDCNDNYPDXGJT-KJWYOANISA-N

> <FORMULA>
C20H26N3O5

> <MOLECULAR_WEIGHT>
388.444

> <EXACT_MASS>
388.187245949

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
40.220668991163464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3R,5S,6R)-8-hydroxy-8-methyl-6-(1-methyl-1H-pyrrole-2-carbonyloxy)-8lambda5-azabicyclo[3.2.1]octan-3-yl 1-methyl-1H-pyrrole-2-carboxylate

> <ALOGPS_LOGP>
-0.61

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
82.69

> <JCHEM_REFRACTIVITY>
103.78829999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,5S,6R)-8-hydroxy-8-methyl-6-(1-methylpyrrole-2-carbonyloxy)-8lambda5-azabicyclo[3.2.1]octan-3-yl 1-methylpyrrole-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0078381 ((-)-Catuabine E N-oxide)
Download
PDB for NP0078381 ((-)-Catuabine E N-oxide)
HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       0.297   0.922   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.297  -0.618   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.501  -1.578   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.003  -1.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.671   0.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.003   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.501   1.883   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.934   0.152   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.338   0.785   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.338  -0.481   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.211   0.152   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.981  -1.181   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.211  -2.515   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.521  -1.181   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.426   0.065   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.891  -0.411   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.891  -1.951   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       8.426  -2.427   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       7.950  -3.892   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.090   1.591   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.362   0.723   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.247  -0.813   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -3.750   1.391   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.106   0.661   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.219   1.726   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.551   3.113   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      -4.025   2.906   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      -2.961   4.020   0.000  0.00  0.00           C+0
CONECT    1    2    7   20                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7    3    9   10                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18                                                            
CONECT   20    1   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   23   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

Download
3D PDB for NP0078381 ((-)-Catuabine E N-oxide)
Download
SMILES for NP0078381 ((-)-Catuabine E N-oxide)
CN1C=CC=C1C(=O)O[C@@H]1C[C@H]2C[C@H](C[C@@H]1[N]2(C)O)OC(=O)C1=CC=CN1C
Download
INCHI for NP0078381 ((-)-Catuabine E N-oxide)
InChI=1S/C20H26N3O5/c1-21-8-4-6-15(21)19(24)27-14-10-13-11-18(17(12-14)23(13,3)26)28-20(25)16-7-5-9-22(16)2/h4-9,13-14,17-18,26H,10-12H2,1-3H3/t13-,14-,17+,18-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC20H26N3O5
Average Mass388.4440 Da
Monoisotopic Mass388.18725 Da
IUPAC Name(1R,3R,5S,6R)-8-hydroxy-8-methyl-6-(1-methyl-1H-pyrrole-2-carbonyloxy)-8lambda5-azabicyclo[3.2.1]octan-3-yl 1-methyl-1H-pyrrole-2-carboxylate
Traditional Name(1R,3R,5S,6R)-8-hydroxy-8-methyl-6-(1-methylpyrrole-2-carbonyloxy)-8lambda5-azabicyclo[3.2.1]octan-3-yl 1-methylpyrrole-2-carboxylate
CAS Registry NumberNot Available
SMILES
CN1C=CC=C1C(=O)O[C@@H]1C[C@H]2C[C@H](C[C@@H]1[N]2(C)O)OC(=O)C1=CC=CN1C
InChI Identifier
InChI=1S/C20H26N3O5/c1-21-8-4-6-15(21)19(24)27-14-10-13-11-18(17(12-14)23(13,3)26)28-20(25)16-7-5-9-22(16)2/h4-9,13-14,17-18,26H,10-12H2,1-3H3/t13-,14-,17+,18-/m1/s1
InChI KeyUJDCNDNYPDXGJT-KJWYOANISA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Erythroxylum vacciniifoliumPlant
Chemical Taxonomy
ClassificationNot classified
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-0.61ALOGPS
logS-2.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area82.69 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity103.79 m³·mol⁻¹ChemAxon
Polarizability40.22 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
External LinksNot Available
References
General ReferencesNot Available