NP-MRD: Showing NP-Card for 14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol (NP0254648)

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Record Information

Version

2.0

Created at

2022-09-07 18:52:54 UTC

Updated at

2022-09-07 18:52:54 UTC

NP-MRD ID

NP0254648

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol

Description

CHEMBL598535 belongs to the class of organic compounds known as aristolactams. These are phenanthrenic compounds containing a five-membered lactam ring and a 1,3-dioxolane ring fused to the phenanthrene ring system. 14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol is found in Aristolochia indica. CHEMBL598535 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201502402D          

 24 28  0  0  0  0            999 V2000
    1.7601   -3.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5260   -2.8142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6436   -1.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952   -1.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127   -0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4643   -0.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787   -0.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    0.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    0.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470    1.5329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8714    1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815    2.1497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    0.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8364    0.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8912   -0.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5396   -0.9899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2548   -1.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -1.7327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057   -0.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931   -0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271   -0.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4106    0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  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  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 21 24  1  0  0  0  0
 10 24  1  0  0  0  0
 14 24  2  0  0  0  0
M  END

     RDKit          3D

 37 41  0  0  0  0  0  0  0  0999 V2000
   -3.6980    3.2017    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3007    2.9873    0.1940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7721    1.6941    0.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5901    0.5868    0.0240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955   -0.6956   -0.0485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9136   -1.8132   -0.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3359   -1.7041   -0.1798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -0.9258   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2420   -2.2274   -0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1081   -2.4842   -0.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9191   -1.3809    0.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2407   -1.7531    0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1322   -0.7014    0.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7133    0.6081    0.2035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3558    0.9633    0.1892 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4550   -0.0829    0.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1024    0.1926    0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4119    1.4665    0.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2430    2.3273    0.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4969    2.8652   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4032    1.8269    0.3051 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3172   -3.2113   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3649   -3.8982   -0.0818 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9597   -3.6473   -0.1329 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987    2.7809    1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783    4.2381    0.0086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1041    2.6204   -0.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6636    0.7639    0.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6271   -1.4567   -1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8120   -2.6490    0.1255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6992   -0.9137    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9108   -3.0754   -0.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862   -0.9260    0.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    2.3381    0.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7388    3.8049    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282    2.9072   -1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6168   -4.6271   -0.2086 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  8  9  1  0
  9 10  2  0
 10 24  1  0
 24 22  1  0
 22 23  2  0
 22 12  1  0
 12 11  1  0
 11 16  2  0
 16 15  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 21 14  1  0
 14 13  1  0
 16 17  1  0
 17 18  2  0
 18  3  1  0
 17  8  1  0
 11 10  1  0
 14 15  2  0
 13 12  2  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  7 29  1  0
  7 30  1  0
  7 31  1  0
  9 32  1  0
 24 37  1  0
 20 35  1  0
 20 36  1  0
 13 33  1  0
 18 34  1  0
M  END


  Mrv1533004201502402D          

 24 28  0  0  0  0            999 V2000
    1.7601   -3.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5260   -2.8142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6436   -1.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9952   -1.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1127   -0.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4643   -0.1609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5819    0.6557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8787   -0.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963    0.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    0.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0470    1.5329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8714    1.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815    2.1497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0961    0.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8364    0.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8912   -0.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5396   -0.9899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2548   -1.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4304   -1.7327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2057   -0.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2931   -0.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271   -0.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4095   -1.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4106    0.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  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  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
  3 23  1  0  0  0  0
 21 24  1  0  0  0  0
 10 24  1  0  0  0  0
 14 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0254648

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C2C=C3NC(=O)C4=C3C(=C3OCOC3=C4)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H13NO5/c1-21-8-3-10-9(13(4-8)22-2)5-12-15-11(18(20)19-12)6-14-17(16(10)15)24-7-23-14/h3-6H,7H2,1-2H3,(H,19,20)

> <INCHI_KEY>
IVQJJWTYXXUJQG-UHFFFAOYSA-N

> <FORMULA>
C18H13NO5

> <MOLECULAR_WEIGHT>
323.304

> <EXACT_MASS>
323.079372523

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
32.93114355989442

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1,6,8(19),11,13,15,17-heptaen-9-one

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.3787292553333335

> <ALOGPS_LOGS>
-3.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.699472369435062

> <JCHEM_PKA_STRONGEST_BASIC>
-4.03486085287861

> <JCHEM_POLAR_SURFACE_AREA>
66.02000000000001

> <JCHEM_REFRACTIVITY>
87.12719999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1,6,8(19),11,13,15,17-heptaen-9-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0       3.285  -5.825   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.715  -5.253   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.935  -3.729   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.724  -2.777   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.944  -1.253   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.733  -0.300   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.953   1.224   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.374  -0.680   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.593   0.844   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.023   1.416   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       7.554   2.861   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       9.093   2.802   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.045   4.013   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.513   1.321   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.895   0.641   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.997  -0.896   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      12.207  -1.848   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.676  -3.293   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.137  -3.234   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.717  -1.753   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.014  -1.060   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.584  -1.633   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.364  -3.157   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.233   0.464   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   22                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   24                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16   21                                                  
CONECT   21   20   22   24                                                  
CONECT   22   21    8   23                                                  
CONECT   23   22    3                                                       
CONECT   24   21   10   14                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₃NO₅

Average Mass

323.3040 Da

Monoisotopic Mass

323.07937 Da

IUPAC Name

14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1,6,8(19),11,13,15,17-heptaen-9-one

Traditional Name

14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1,6,8(19),11,13,15,17-heptaen-9-one

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C2C=C3NC(=O)C4=C3C(=C3OCOC3=C4)C2=C1

InChI Identifier

InChI=1S/C18H13NO5/c1-21-8-3-10-9(13(4-8)22-2)5-12-15-11(18(20)19-12)6-14-17(16(10)15)24-7-23-14/h3-6H,7H2,1-2H3,(H,19,20)

InChI Key

IVQJJWTYXXUJQG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aristolochia indica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aristolactams. These are phenanthrenic compounds containing a five-membered lactam ring and a 1,3-dioxolane ring fused to the phenanthrene ring system.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aristolactams

Sub Class

Not Available

Direct Parent

Aristolactams

Alternative Parents

Substituents

Aristolactam
Phenanthrene
Isoindolone
Naphthalene
Benzodioxole
Indole or derivatives
Isoindole or derivatives
Anisole
Alkyl aryl ether
Benzenoid
Carboxamide group
Lactam
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Oxacycle
Ether
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.62	ALOGPS
logP	2.38	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	11.7	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.02 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	87.13 m³·mol⁻¹	ChemAxon
Polarizability	32.93 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5319404

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol (NP0254648)

MOL for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

3D MOL for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

3D SDF for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

3D-SDF for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

PDB for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

3D PDB for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

SMILES for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

INCHI for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

Structure for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)

3D Structure for NP0254648 (14,16-dimethoxy-3,5-dioxa-10-azapentacyclo[9.7.1.0²,⁶.0⁸,¹⁹.0¹³,¹⁸]nonadeca-1(19),2(6),7,9,11,13(18),14,16-octaen-9-ol)