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Showing NP-Card for Crinasiadine (NP0051351)

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Record Information
Version2.0
Created at2022-04-27 22:45:00 UTC
Updated at2022-04-27 22:45:00 UTC
NP-MRD IDNP0051351
Secondary Accession NumbersNone
Natural Product Identification
Common NameCrinasiadine
Description13,15-Dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadeca-1(17),2,4,6,8,10,12(16)-heptaen-9-ol belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Crinasiadine is found in Crinum asiaticum . 13,15-Dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]Heptadeca-1(17),2,4,6,8,10,12(16)-heptaen-9-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0051351 (Crinasiadine)


  Mrv1533004191516372D          

 18 21  0  0  0  0            999 V2000
    2.3675   -4.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -3.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -3.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -1.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -2.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -3.1289    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  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  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  2 18  1  0  0  0  0
 10 18  1  0  0  0  0
M  END
Download

3D MOL for NP0051351 (Crinasiadine)

     RDKit          3D

 27 30  0  0  0  0  0  0  0  0999 V2000
    0.2043    3.3551    0.8025 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2511    2.2170    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5597    2.1153    0.2024 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800    0.9410   -0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4372    0.8847   -0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030   -0.3162   -0.7761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992   -1.4203   -0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275   -1.3658   -0.5678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2621   -0.1814   -0.2132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0864   -0.1205    0.0627 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9154   -1.2155   -0.0012 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661   -1.0731    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7731    0.1572    0.6444 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9427    1.2350    0.7046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5978    1.1332    0.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1290   -0.0157    0.8729 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -1.2343    0.2527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3253   -1.9723    0.3138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2037    2.9546    0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0947    1.7420   -0.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0620   -0.4197   -1.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5969   -2.4035   -1.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2426   -2.2694   -0.6400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5653   -2.1860   -0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3213    2.2295    0.9836 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8597   -1.0619   -0.7902 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3066   -1.7091    0.8842 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 13 14  1  0
 14 15  2  0
 15  2  1  0
  9  4  1  0
 15 10  1  0
 18 12  1  0
  3 19  1  0
  5 20  1  0
  6 21  1  0
  7 22  1  0
  8 23  1  0
 11 24  1  0
 17 26  1  0
 17 27  1  0
 14 25  1  0
M  END
Download

3D SDF for NP0051351 (Crinasiadine)


  Mrv1533004191516372D          

 18 21  0  0  0  0            999 V2000
    2.3675   -4.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872   -3.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2751   -3.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9948   -2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827   -2.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -1.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -1.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2463   -1.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5266   -2.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -2.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8705   -1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826   -1.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3340   -1.3611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0168   -1.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7875   -2.6166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629   -2.6434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4311   -3.2741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6190   -3.1289    0.0000 C   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  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  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  2 18  1  0  0  0  0
 10 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051351

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O=C1NC2=CC=CC=C2C2=CC3=C(OCO3)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C14H9NO3/c16-14-10-6-13-12(17-7-18-13)5-9(10)8-3-1-2-4-11(8)15-14/h1-6H,7H2,(H,15,16)

> <INCHI_KEY>
NVOXRHIABFKYOT-UHFFFAOYSA-N

> <FORMULA>
C14H9NO3

> <MOLECULAR_WEIGHT>
239.23

> <EXACT_MASS>
239.058243154

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
24.189951543325122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadeca-1(17),2,4,6,10,12(16)-hexaen-9-one

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
2.3623436353333336

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.446841775383518

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9819067847119256

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
66.4366

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadeca-1(17),2,4,6,10,12(16)-hexaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0051351 (Crinasiadine)

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PDB for NP0051351 (Crinasiadine)
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  O   UNK     0       4.419  -8.466   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.896  -7.018   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.380  -6.747   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.857  -5.298   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.341  -5.027   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.182  -3.579   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.810  -2.402   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.326  -2.673   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.850  -4.121   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.366  -4.392   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.358  -3.215   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.874  -3.486   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.090  -2.541   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.365  -3.405   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       8.937  -4.884   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.398  -4.934   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.405  -6.112   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.889  -5.841   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    2   10                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

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3D PDB for NP0051351 (Crinasiadine)
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SMILES for NP0051351 (Crinasiadine)
O=C1NC2=CC=CC=C2C2=CC3=C(OCO3)C=C12
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INCHI for NP0051351 (Crinasiadine)
InChI=1S/C14H9NO3/c16-14-10-6-13-12(17-7-18-13)5-9(10)8-3-1-2-4-11(8)15-14/h1-6H,7H2,(H,15,16)
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View in JSmol
SynonymsNot Available
Chemical FormulaC14H9NO3
Average Mass239.2300 Da
Monoisotopic Mass239.05824 Da
IUPAC Name13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadeca-1(17),2,4,6,10,12(16)-hexaen-9-one
Traditional Name13,15-dioxa-8-azatetracyclo[8.7.0.0²,⁷.0¹²,¹⁶]heptadeca-1(17),2,4,6,10,12(16)-hexaen-9-one
CAS Registry NumberNot Available
SMILES
O=C1NC2=CC=CC=C2C2=CC3=C(OCO3)C=C12
InChI Identifier
InChI=1S/C14H9NO3/c16-14-10-6-13-12(17-7-18-13)5-9(10)8-3-1-2-4-11(8)15-14/h1-6H,7H2,(H,15,16)
InChI KeyNVOXRHIABFKYOT-UHFFFAOYSA-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
Crinum asiaticumPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassQuinolines and derivatives  
Sub ClassBenzoquinolines  
Direct ParentPhenanthridines and derivatives  
Alternative Parents
Substituents
  • Phenanthridine
    • 

  • Dihydroquinolone
    • 

  • Isoquinolone
    • 

  • Benzo-1,4-dioxane
    • 

  • Benzodioxane
    • 

  • Dihydroquinoline
    • 

  • Isoquinoline
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Alkyl aryl ether
    • 

  • Phenol
    • 

  • Pyridinone
    • 

  • Monocyclic benzene moiety
    • 

  • Para-dioxin
    • 

  • Benzenoid
    • 

  • Pyridine
    • 

  • Heteroaromatic compound
    • 

  • Lactam
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • 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
logP1.91ALOGPS
logP2.36ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)12.45ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.56 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity66.44 m³·mol⁻¹ChemAxon
Polarizability24.19 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00002328  
Chemspider IDNot Available
KEGG Compound IDC10583  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound442850  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available