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Showing NP-Card for Boschniakine (NP0051064)

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Record Information
Version2.0
Created at2022-04-27 22:30:21 UTC
Updated at2022-04-27 22:30:21 UTC
NP-MRD IDNP0051064
Secondary Accession NumbersNone
Natural Product Identification
Common NameBoschniakine
DescriptionBoschniakine belongs to the class of organic compounds known as pyridine carboxaldehydes. These are aromatic compounds containing a pyridine ring which bears a carboxaldehyde group. Boschniakine is found in Boschniakia rossica, Campsis grandiflora, Incarvillea arguta, Incarvillea olgae, Orthocarpus luteus, Pedicularis spp., Penstemon rydbergii, Penstemon whippleanus, Plantago sempervirens, Tecoma radicans and Tecoma stans . Boschniakine was first documented in 2003 (PMID: 13679170). Based on a literature review very few articles have been published on boschniakine.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0051064 (Boschniakine)


  Mrv1652304282200302D          

 12 13  0  0  1  0            999 V2000
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  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
  5  9  1  0  0  0  0
  9 10  1  6  0  0  0
  1 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
Download

3D MOL for NP0051064 (Boschniakine)

     RDKit          3D

 23 24  0  0  0  0  0  0  0  0999 V2000
   -2.6803    0.4401    0.5037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6121    0.0106   -0.4569 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2600   -1.4459   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1723   -1.4987   -0.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7126   -0.1845   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0146    0.2322    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1100   -0.7183   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2706   -0.3184    0.2137 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2245    1.5262    0.4381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2111    2.3767    0.5325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0437    1.9942    0.2678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3245    0.7125   -0.1093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6288   -0.2210    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6950    0.2682    0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5602    1.4744    0.8581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8652    0.1617   -1.5069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -2.0913   -0.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4190   -1.6496    0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7541   -2.2951   -0.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2097   -1.6218   -1.7436 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053   -1.7301   -0.3392 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2436    1.8589    0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8244    2.7191    0.3590 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 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  6  2  0
  6  7  1  0
  7  8  2  0
 12  2  1  0
  6  5  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  6
  3 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
 11 23  1  0
  9 22  1  0
  7 21  1  0
M  END
Download

3D SDF for NP0051064 (Boschniakine)


  Mrv1652304282200302D          

 12 13  0  0  1  0            999 V2000
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5249   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  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
  5  9  1  0  0  0  0
  9 10  1  6  0  0  0
  1 11  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0051064

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CCC2=C1C=NC=C2C=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H11NO/c1-7-2-3-9-8(6-12)4-11-5-10(7)9/h4-7H,2-3H2,1H3/t7-/m1/s1

> <INCHI_KEY>
OPRAONAUWNNOOV-SSDOTTSWSA-N

> <FORMULA>
C10H11NO

> <MOLECULAR_WEIGHT>
161.204

> <EXACT_MASS>
161.084063978

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.42927030354743

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7R)-7-methyl-5H,6H,7H-cyclopenta[c]pyridine-4-carbaldehyde

> <ALOGPS_LOGP>
1.45

> <JCHEM_LOGP>
1.762780371

> <ALOGPS_LOGS>
-1.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
5.0612578109821325

> <JCHEM_POLAR_SURFACE_AREA>
29.96

> <JCHEM_REFRACTIVITY>
47.914899999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.33e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
boschniakine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0051064 (Boschniakine)

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PDB for NP0051064 (Boschniakine)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.454   0.000   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.322  -0.476   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.846  -1.941   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.787   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5   10                                                  
CONECT   10    9                                                            
CONECT   11    1   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

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3D PDB for NP0051064 (Boschniakine)
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SMILES for NP0051064 (Boschniakine)
C[C@@H]1CCC2=C1C=NC=C2C=O
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INCHI for NP0051064 (Boschniakine)
InChI=1S/C10H11NO/c1-7-2-3-9-8(6-12)4-11-5-10(7)9/h4-7H,2-3H2,1H3/t7-/m1/s1
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View in JSmol
Synonyms
ValueSource
(R)-6,7-Dihydro-7-methyl-5H-2-pyrindine-4-carboxaldehydeChEBI
(R)-6,7-Dihydro-7-methyl-5H-2-pyrindinecarboxaldehydeChEBI
(R)-6,7-Dihydro-7-methyl-5H-2-pyrindine-4-carbaldehydeKegg
Chemical FormulaC10H11NO
Average Mass161.2040 Da
Monoisotopic Mass161.08406 Da
IUPAC Name(7R)-7-methyl-5H,6H,7H-cyclopenta[c]pyridine-4-carbaldehyde
Traditional Nameboschniakine
CAS Registry NumberNot Available
SMILES
C[C@@H]1CCC2=C1C=NC=C2C=O
InChI Identifier
InChI=1S/C10H11NO/c1-7-2-3-9-8(6-12)4-11-5-10(7)9/h4-7H,2-3H2,1H3/t7-/m1/s1
InChI KeyOPRAONAUWNNOOV-SSDOTTSWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Boschniakia rossicaPlant
Campsis grandifloraLOTUS Database
Incarvillea argutaLOTUS Database
Incarvillea olgaeLOTUS Database
Orthocarpus luteusLOTUS Database
Pedicularis spp.Plant
Penstemon rydbergiiLOTUS Database
Penstemon whippleanusLOTUS Database
Plantago sempervirensPlant
Tecoma radicansPlant
Tecoma stansPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyridine carboxaldehydes. These are aromatic compounds containing a pyridine ring which bears a carboxaldehyde group.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPyridines and derivatives  
Sub ClassPyridine carboxaldehydes  
Direct ParentPyridine carboxaldehydes  
Alternative Parents
Substituents
  • 3-pyridine carboxaldehyde
    • 

  • Aryl-aldehyde
    • 

  • Heteroaromatic compound
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Aldehyde
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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
logP1.45ALOGPS
logP1.76ChemAxon
logS-1.3ALOGPS
pKa (Strongest Basic)5.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.96 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.91 m³·mol⁻¹ChemAxon
Polarizability17.43 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00001964  
Chemspider ID390933  
KEGG Compound IDC09915  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound442507  
PDB IDNot Available
ChEBI ID3157  
Good Scents IDrw1818531  
References
General References
  1. Costantino L, Raimondi L, Pirisino R, Brunetti T, Pessotto P, Giannessi F, Lins AP, Barlocco D, Antolini L, El-Abady SA: Isolation and pharmacological activities of the Tecoma stans alkaloids. Farmaco. 2003 Sep;58(9):781-5. doi: 10.1016/S0014-827X(03)00133-2. [PubMed:13679170  ]