NP-MRD: Showing NP-Card for Haplophytine (NP0069935)

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Record Information

Version

2.0

Created at

2022-04-28 15:13:55 UTC

Updated at

2022-04-28 15:13:55 UTC

NP-MRD ID

NP0069935

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Haplophytine

Description

Haplophytine belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. Haplophytine is found in Haplophyllum cimicidum, Haplophyllum dubium Eug.Kor., Haplophyllum pedicellatum, Haplophyton cimicidum A.DC. and Haplophyton crooksii. Haplophytine was first documented in 2009 (PMID: 19746502). Based on a literature review a small amount of articles have been published on Haplophytine (PMID: 33477743) (PMID: 32009078) (PMID: 27860178) (PMID: 19746386).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217132D          

 48 57  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652304282217132D          

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    4.5911    0.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6356   -0.1665    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7598   -0.9821    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5739   -1.1160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9441   -1.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1156   -1.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3472   -1.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2230   -0.3816    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8672    0.1338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8589    0.9365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9745    1.2496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303    0.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -0.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7134    1.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1586    0.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5761    0.9057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    0.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2366    1.5116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5337    0.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3308   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1126   -1.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7673    0.8301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3472    0.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6075    2.0037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7746    2.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5175    2.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1275    3.6154    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9944    3.4539    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8351    3.1494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0677    2.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4286    1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4399    3.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2873    4.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6776    4.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9558    4.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2048    4.7680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8126    2.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6098    2.5282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7101    3.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1597    2.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167    1.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2242    1.5929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4530    3.9447    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
  7  5  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
  7 20  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 13 24  1  6  0  0  0
  3 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29  1  1  1  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 29 36  1  0  0  0  0
 34 37  1  0  0  0  0
 33 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 32 40  1  0  0  0  0
 40 41  2  0  0  0  0
 33 42  1  1  0  0  0
 29 42  1  0  0  0  0
 42 43  2  0  0  0  0
 31 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 30 47  1  0  0  0  0
 44 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0069935

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2N(C)[C@@H]3C=C[C@]45CC(=O)O[C@@]44N(CC[C@@]34C2=CC(=C1OC)[C@@]12CCN(C)[C@]3(CCC(=O)N3C3=C1C=CC=C3O)C2=O)CCC5

> <INCHI_IDENTIFIER>
InChI=1S/C37H40N4O7/c1-38-17-14-34(21-7-5-8-24(42)28(21)41-26(43)10-13-36(38,41)32(34)45)23-19-22-29(31(47-4)30(23)46-3)39(2)25-9-12-33-11-6-16-40-18-15-35(22,25)37(33,40)48-27(44)20-33/h5,7-9,12,19,25,42H,6,10-11,13-18,20H2,1-4H3/t25-,33-,34-,35-,36+,37+/m1/s1

> <INCHI_KEY>
SFSFAWRKKRGBKI-ZLEWMSNTSA-N

> <FORMULA>
C37H40N4O7

> <MOLECULAR_WEIGHT>
652.748

> <EXACT_MASS>
652.289699644

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
68.07114855191044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,12R)-12-[(1S,4R,12R,16S)-7,8-dimethoxy-5-methyl-18-oxo-17-oxa-5,15-diazahexacyclo[13.4.3.0^{1,16}.0^{4,12}.0^{6,11}.0^{12,16}]docosa-2,6,8,10-tetraen-9-yl]-7-hydroxy-15-methyl-5,15-diazatetracyclo[10.3.1.0^{1,5}.0^{6,11}]hexadeca-6(11),7,9-triene-4,16-dione

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
3.687956452

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.50576368921913

> <JCHEM_PKA_STRONGEST_BASIC>
5.202595314863771

> <JCHEM_POLAR_SURFACE_AREA>
112.09000000000002

> <JCHEM_REFRACTIVITY>
177.3858

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.60e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12R)-12-[(1S,4R,12R,16S)-7,8-dimethoxy-5-methyl-18-oxo-17-oxa-5,15-diazahexacyclo[13.4.3.0^{1,16}.0^{4,12}.0^{6,11}.0^{12,16}]docosa-2,6,8,10-tetraen-9-yl]-7-hydroxy-15-methyl-5,15-diazatetracyclo[10.3.1.0^{1,5}.0^{6,11}]hexadeca-6(11),7,9-triene-4,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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      10.060   2.255   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.142   1.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.735  -0.325   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.245  -0.715   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.163   0.380   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.570   1.865   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.786  -0.311   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.018  -1.833   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       8.538  -2.083   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.229  -3.459   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.816  -2.795   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.381  -2.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.150  -0.712   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.352   0.250   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.337   1.748   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.686   2.333   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.483   1.370   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.691  -0.368   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.932   2.177   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.763   0.880   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.809   1.691   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.270   1.619   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.308   2.822   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.863   0.134   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.818  -1.421   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      11.410  -2.906   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.632   1.549   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.715   0.454   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.467   3.740   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.913   4.121   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.433   5.584   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       9.571   6.749   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      11.190   6.447   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      12.759   5.879   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      13.193   4.324   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      12.000   3.274   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.888   6.926   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.736   7.954   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      10.598   9.014   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.251   8.263   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.849   8.900   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      10.850   5.116   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      12.338   4.719   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       6.926   5.900   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.898   4.753   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       6.378   3.290   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.885   2.973   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       6.446   7.363   0.000  0.00  0.00           O+0
CONECT    1    2    6   29                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   14   20                                             
CONECT    8    7    9   11                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18   24                                             
CONECT   14   13    7   15   21                                             
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   15   20                                                       
CONECT   20   19    7                                                       
CONECT   21   14   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   13                                                       
CONECT   25    3   26                                                       
CONECT   26   25                                                            
CONECT   27    2   28                                                       
CONECT   28   27                                                            
CONECT   29    1   30   36   42                                             
CONECT   30   29   31   47                                                  
CONECT   31   30   32   44                                                  
CONECT   32   31   33   40                                                  
CONECT   33   32   34   38   42                                             
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35   29                                                       
CONECT   37   34                                                            
CONECT   38   33   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   32   41                                                  
CONECT   41   40                                                            
CONECT   42   33   29   43                                                  
CONECT   43   42                                                            
CONECT   44   31   45   48                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   30                                                       
CONECT   48   44                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₇H₄₀N₄O₇

Average Mass

652.7480 Da

Monoisotopic Mass

652.28970 Da

IUPAC Name

(1S,12R)-12-[(1S,4R,12R,16S)-7,8-dimethoxy-5-methyl-18-oxo-17-oxa-5,15-diazahexacyclo[13.4.3.0^{1,16}.0^{4,12}.0^{6,11}.0^{12,16}]docosa-2,6,8,10-tetraen-9-yl]-7-hydroxy-15-methyl-5,15-diazatetracyclo[10.3.1.0^{1,5}.0^{6,11}]hexadeca-6(11),7,9-triene-4,16-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C2N(C)[C@@H]3C=C[C@]45CC(=O)O[C@@]44N(CC[C@@]34C2=CC(=C1OC)[C@@]12CCN(C)[C@]3(CCC(=O)N3C3=C1C=CC=C3O)C2=O)CCC5

InChI Identifier

InChI=1S/C37H40N4O7/c1-38-17-14-34(21-7-5-8-24(42)28(21)41-26(43)10-13-36(38,41)32(34)45)23-19-22-29(31(47-4)30(23)46-3)39(2)25-9-12-33-11-6-16-40-18-15-35(22,25)37(33,40)48-27(44)20-33/h5,7-9,12,19,25,42H,6,10-11,13-18,20H2,1-4H3/t25-,33-,34-,35-,36+,37+/m1/s1

InChI Key

SFSFAWRKKRGBKI-ZLEWMSNTSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Haplophyllum cimicidum	Plant	KNApSAcK
Haplophyllum dubium Eug.Kor.	Plant	KNApSAcK
Haplophyllum pedicellatum	Plant	KNApSAcK
Haplophyton cimicidum A.DC.	Plant	KNApSAcK
Haplophyton crooksii	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Phenylpiperidine
Aminoquinoline
Tetrahydroquinolone
Azaspirodecane
Tetrahydroquinoline
Indolizidine
Anisole
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Piperidinone
Gamma butyrolactone
Benzenoid
N-alkylpyrrolidine
Piperidine
Pyrrolidone
2-pyrrolidone
Tertiary carboxylic acid amide
Pyrrolidine
Tetrahydrofuran
Tertiary amine
Amino acid or derivatives
Lactone
Lactam
Ketone
Carboxamide group
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Ether
Oxacycle
Amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbazoles (CHEBI:5619 )

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	3.01	ALOGPS
logP	3.69	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.51	ChemAxon
pKa (Strongest Basic)	5.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	112.09 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	177.39 m³·mol⁻¹	ChemAxon
Polarizability	68.07 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00028334

Chemspider ID

390630

KEGG Compound ID

C09208

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442103

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shah MD, Tani K, Yong YS, Ching FF, Shaleh SRM, Vairappan CS, Venmathi Maran BA: Antiparasitic Potential of Chromatographic Fractions of Nephrolepis biserrata and Liquid Chromatography-Quadrupole Time-of-Flight-Mass Spectrometry Analysis. Molecules. 2021 Jan 19;26(2). pii: molecules26020499. doi: 10.3390/molecules26020499. [PubMed:33477743 ]
Ueda H: Synthetic Studies toward Dimeric Indole Alkaloids Based on Convergent Synthetic Strategy. Chem Pharm Bull (Tokyo). 2020;68(2):117-128. doi: 10.1248/cpb.c19-00706. [PubMed:32009078 ]
Satoh H, Ojima KI, Ueda H, Tokuyama H: Bioinspired Total Synthesis of the Dimeric Indole Alkaloid (+)-Haplophytine by Direct Coupling and Late-Stage Oxidative Rearrangement. Angew Chem Int Ed Engl. 2016 Nov 21;55(48):15157-15161. doi: 10.1002/anie.201609285. Epub 2016 Nov 7. [PubMed:27860178 ]
Doris E: Total syntheses of (+)-haplophytine. Angew Chem Int Ed Engl. 2009;48(41):7480-3. doi: 10.1002/anie.200903468. [PubMed:19746502 ]
Nicolaou KC, Dalby SM, Li S, Suzuki T, Chen DY: Total synthesis of (+)-haplophytine. Angew Chem Int Ed Engl. 2009;48(41):7616-20. doi: 10.1002/anie.200904588. [PubMed:19746386 ]

Showing NP-Card for Haplophytine (NP0069935)

MOL for NP0069935 (Haplophytine)

3D MOL for NP0069935 (Haplophytine)

3D SDF for NP0069935 (Haplophytine)

3D-SDF for NP0069935 (Haplophytine)

PDB for NP0069935 (Haplophytine)

3D PDB for NP0069935 (Haplophytine)

SMILES for NP0069935 (Haplophytine)

INCHI for NP0069935 (Haplophytine)

Structure for NP0069935 (Haplophytine)

3D Structure for NP0069935 (Haplophytine)