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Showing NP-Card for pilocarpidine (NP0240562)

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Record Information
Version2.0
Created at2022-09-07 00:25:06 UTC
Updated at2022-09-07 00:25:06 UTC
NP-MRD IDNP0240562
Secondary Accession NumbersNone
Natural Product Identification
Common Namepilocarpidine
DescriptionPilocarpidine belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. pilocarpidine is found in Amorpha fruticosa. pilocarpidine was first documented in 2019 (PMID: 31441626). Based on a literature review very few articles have been published on Pilocarpidine.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0240562 (pilocarpidine)


  Mrv1652309072202252D          

 14 15  0  0  1  0            999 V2000
    3.2475    0.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330    0.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.6552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2004   -1.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9850   -0.8852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9455   -1.9248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205   -1.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655   -1.1401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0809   -0.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -0.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557    0.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420    1.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    1.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    0.5349    0.0000 N   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
Download

3D MOL for NP0240562 (pilocarpidine)

     RDKit          3D

 28 29  0  0  0  0  0  0  0  0999 V2000
   -1.4822    0.2398    1.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961    0.1574    0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1606    0.2792   -0.7955 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0105   -0.1955   -1.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5594    0.4733   -2.8557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0135   -1.5764   -1.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9334   -2.0116   -1.0019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0987   -0.7483   -0.8923 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9717   -0.7976    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8049    0.3908    0.1696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424    1.5066   -0.6208 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8038    2.3337   -0.1098 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3518    1.7531    0.9673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7419    0.5759    1.1309 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754   -0.7467    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1958    0.7969    2.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5309    0.7706    1.7939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    1.0015    0.2791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300   -0.7586    0.2876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8895    1.3144   -0.9714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3455   -2.2949   -0.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -2.8569   -1.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3770   -0.6224   -1.9031 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6560   -1.1773    1.1071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742   -1.6357   -0.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966    1.7831   -1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1476    2.1391    1.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -0.0935    1.9185 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  3  1  0
 14 10  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  6
  8 23  1  6
  9 24  1  0
  9 25  1  0
 11 26  1  0
 13 27  1  0
 14 28  1  0
  7 21  1  0
  7 22  1  0
M  END
Download

3D SDF for NP0240562 (pilocarpidine)


  Mrv1652309072202252D          

 14 15  0  0  1  0            999 V2000
    3.2475    0.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330    0.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -0.6552    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2004   -1.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9850   -0.8852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9455   -1.9248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1205   -1.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655   -1.1401    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0809   -0.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9094   -0.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1557    0.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2420    1.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489    1.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    0.5349    0.0000 N   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240562

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H]1[C@@H](CC2=CN=CN2)COC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14N2O2/c1-2-9-7(5-14-10(9)13)3-8-4-11-6-12-8/h4,6-7,9H,2-3,5H2,1H3,(H,11,12)/t7-,9-/m0/s1

> <INCHI_KEY>
QVRFSYRSSMDRPS-CBAPKCEASA-N

> <FORMULA>
C10H14N2O2

> <MOLECULAR_WEIGHT>
194.234

> <EXACT_MASS>
194.105527699

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.38265705402067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,4R)-3-ethyl-4-[(1H-imidazol-5-yl)methyl]oxolan-2-one

> <JCHEM_LOGP>
0.7260753536666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.959505482376994

> <JCHEM_PKA_STRONGEST_BASIC>
6.758119813440291

> <JCHEM_POLAR_SURFACE_AREA>
54.98

> <JCHEM_REFRACTIVITY>
51.637499999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4R)-3-ethyl-4-(3H-imidazol-4-ylmethyl)oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0240562 (pilocarpidine)

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PDB for NP0240562 (pilocarpidine)
HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       6.062   1.087   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.728   0.317   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.728  -1.223   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.974  -2.128   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.439  -1.652   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.498  -3.593   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       3.958  -3.593   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.482  -2.128   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.018  -1.652   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.698  -0.146   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.291   0.480   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.452   2.012   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       1.958   2.332   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.728   0.998   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   10                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0240562 (pilocarpidine)
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SMILES for NP0240562 (pilocarpidine)
CC[C@H]1[C@@H](CC2=CN=CN2)COC1=O
Download
INCHI for NP0240562 (pilocarpidine)
InChI=1S/C10H14N2O2/c1-2-9-7(5-14-10(9)13)3-8-4-11-6-12-8/h4,6-7,9H,2-3,5H2,1H3,(H,11,12)/t7-,9-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H14N2O2
Average Mass194.2340 Da
Monoisotopic Mass194.10553 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC[C@H]1[C@@H](CC2=CN=CN2)COC1=O
InChI Identifier
InChI=1S/C10H14N2O2/c1-2-9-7(5-14-10(9)13)3-8-4-11-6-12-8/h4,6-7,9H,2-3,5H2,1H3,(H,11,12)/t7-,9-/m0/s1
InChI KeyQVRFSYRSSMDRPS-CBAPKCEASA-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
Amorpha fruticosaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassLactones  
Sub ClassGamma butyrolactones  
Direct ParentGamma butyrolactones  
Alternative Parents
Substituents
  • Gamma butyrolactone
    • 

  • Azole
    • 

  • Imidazole
    • 

  • Tetrahydrofuran
    • 

  • Heteroaromatic compound
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID91803  
KEGG Compound IDC17964  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound101603  
PDB IDNot Available
ChEBI ID81416  
Good Scents IDNot Available
References
General References
  1. Zhang Y, Dong Z, Zhao D, Li H, Wang L, Lin Y, Zhao P: [Comparison of chemical constituents of wild silkworm cocoon and domestic silkworm cocoon by UHPLC-MS technology]. Sheng Wu Gong Cheng Xue Bao. 2019 Aug 25;35(8):1546-1556. doi:  10.13345/j.cjb.190027. [PubMed:31441626  ] 
  2. LOTUS database [Link]