NP-MRD: Showing NP-Card for macrocarpamine (NP0148281)

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Record Information

Version

2.0

Created at

2022-09-02 04:00:28 UTC

Updated at

2022-09-02 04:00:29 UTC

NP-MRD ID

NP0148281

Secondary Accession Numbers

None

Natural Product Identification

Common Name

macrocarpamine

Description

Macrocarpamine belongs to the class of organic compounds known as pleiocarpaman alkaloids. These are alkaloids with a structure that is based on the pleiocarpaman skeleton. These alkaloids arise from the cyclization of a corynantheine precursor via C-16 to N-1. macrocarpamine is found in Alstonia angustifolia and Alstonia macrophylla. macrocarpamine was first documented in 2021 (PMID: 34200196). Based on a literature review very few articles have been published on Macrocarpamine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022206002D          

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M  END

     RDKit          3D

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M  END


  Mrv1652309022206002D          

 48 57  0  0  1  0            999 V2000
    3.2977    3.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2697    2.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5416    1.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5554    0.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7891    0.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2901   -0.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4316   -0.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0002    0.5103    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7505    0.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4462    0.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1653    1.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0494    1.9308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2841    2.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6346    1.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2081    1.9528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8862    2.5545    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6781    3.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2653    3.9323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1174    3.5717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3256    4.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7897    2.3567    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5651    1.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617    1.0462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4911    1.1719    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2947    1.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6946    0.4414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6532    0.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9577    1.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7740    1.6506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2858    1.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9813    0.2368    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6431   -0.2558    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7627   -1.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2701   -1.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -1.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -2.6669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5585   -3.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0462   -3.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2505   -3.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0449   -4.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6349   -3.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4306   -2.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6362   -2.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7921   -1.3610    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6724   -0.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    0.1171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5794   -0.5770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9568   -0.2613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  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
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
  3 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 22  1  6  0  0  0
  5 23  1  0  0  0  0
 23 24  1  0  0  0  0
  8 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  6  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  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 34 43  1  0  0  0  0
 38 43  1  0  0  0  0
 35 44  1  0  0  0  0
 44 45  1  0  0  0  0
 46 45  1  6  0  0  0
 27 46  1  0  0  0  0
 31 46  1  0  0  0  0
 44 47  1  6  0  0  0
 32 47  1  6  0  0  0
 47 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0148281

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1[C@H]2C[C@@H]3N(CC[C@@H]4C5=CC=CC=C5N1[C@]34\C=C\C1=COC[C@H]3[C@@H]4CC5=C([C@H](C[C@@H]13)N4C)N(C)C1=CC=CC=C51)C\C2=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C41H46N4O3/c1-5-24-21-44-17-15-32-27-11-7-9-13-34(27)45-39(40(46)47-4)29(24)20-37(44)41(32,45)16-14-25-22-48-23-31-28(25)18-36-38-30(19-35(31)42(36)2)26-10-6-8-12-33(26)43(38)3/h5-14,16,22,28-29,31-32,35-37,39H,15,17-21,23H2,1-4H3/b16-14+,24-5-/t28-,29-,31+,32+,35-,36-,37-,39-,41-/m0/s1

> <INCHI_KEY>
NOKYQXVIWFQLED-HXCLOJFDSA-N

> <FORMULA>
C41H46N4O3

> <MOLECULAR_WEIGHT>
642.844

> <EXACT_MASS>
642.356991357

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
72.6547788648729

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (8R,13E,14S,16S,17S,18S)-17-[(E)-2-[(1S,12S,13R,18R)-3,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8,16-pentaen-17-yl]ethenyl]-13-ethylidene-1,11-diazapentacyclo[12.3.1.0^{2,7}.0^{8,17}.0^{11,16}]octadeca-2,4,6-triene-18-carboxylate

> <ALOGPS_LOGP>
5.86

> <JCHEM_LOGP>
5.303248401333331

> <ALOGPS_LOGS>
-5.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
10

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA_STRONGEST_BASIC>
9.065634464978803

> <JCHEM_POLAR_SURFACE_AREA>
50.18000000000001

> <JCHEM_REFRACTIVITY>
191.84109999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.90e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (8R,13E,14S,16S,17S,18S)-17-[(E)-2-[(1S,12S,13R,18R)-3,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8,16-pentaen-17-yl]ethenyl]-13-ethylidene-1,11-diazapentacyclo[12.3.1.0^{2,7}.0^{8,17}.0^{11,16}]octadeca-2,4,6-triene-18-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.156   5.688   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.103   4.149   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.744   3.425   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.770   1.740   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       3.340   0.898   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.408  -0.486   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.806  -0.458   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000   0.953   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.401   1.705   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.700   0.955   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.042   2.079   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.826   3.604   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.397   4.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.185   3.229   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.389   3.645   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.654   4.768   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.266   6.259   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.362   7.340   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.219   6.667   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.608   8.157   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.341   4.399   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.922   3.338   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.355   1.953   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.917   2.188   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.550   2.452   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.297   0.824   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.086   1.426   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.654   2.858   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.178   3.081   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.133   1.873   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -5.565   0.442   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.800  -0.478   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -7.024  -2.001   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.104  -3.237   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.581  -3.460   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      -4.322  -4.978   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      -2.909  -5.714   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -5.686  -5.693   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -6.068  -7.185   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -7.550  -7.601   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -8.652  -6.524   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -8.270  -5.032   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -6.788  -4.617   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.345  -2.541   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -3.122  -1.017   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.041   0.219   0.000  0.00  0.00           C+0
HETATM   47  N   UNK     0      -4.815  -1.077   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0      -3.653  -0.488   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   24                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14   16   24                                                  
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16    3   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22    5   24                                                  
CONECT   24   23    8   15   25                                             
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   46                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   46                                                  
CONECT   32   31   33   47                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36   44                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   34   38                                                  
CONECT   44   35   45   47                                                  
CONECT   45   44   46                                                       
CONECT   46   45   27   31                                                  
CONECT   47   44   32   48                                                  
CONECT   48   47                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₁H₄₆N₄O₃

Average Mass

642.8440 Da

Monoisotopic Mass

642.35699 Da

IUPAC Name

methyl (8R,13E,14S,16S,17S,18S)-17-[(E)-2-[(1S,12S,13R,18R)-3,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8,16-pentaen-17-yl]ethenyl]-13-ethylidene-1,11-diazapentacyclo[12.3.1.0^{2,7}.0^{8,17}.0^{11,16}]octadeca-2,4,6-triene-18-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1[C@H]2C[C@@H]3N(CC[C@@H]4C5=CC=CC=C5N1[C@]34\C=C\C1=COC[C@H]3[C@@H]4CC5=C([C@H](C[C@@H]13)N4C)N(C)C1=CC=CC=C51)C\C2=C\C

InChI Identifier

InChI=1S/C41H46N4O3/c1-5-24-21-44-17-15-32-27-11-7-9-13-34(27)45-39(40(46)47-4)29(24)20-37(44)41(32,45)16-14-25-22-48-23-31-28(25)18-36-38-30(19-35(31)42(36)2)26-10-6-8-12-33(26)43(38)3/h5-14,16,22,28-29,31-32,35-37,39H,15,17-21,23H2,1-4H3/b16-14+,24-5-/t28-,29-,31+,32+,35-,36-,37-,39-,41-/m0/s1

InChI Key

NOKYQXVIWFQLED-HXCLOJFDSA-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
Alstonia angustifolia	LOTUS Database	35616633
Alstonia macrophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pleiocarpaman alkaloids. These are alkaloids with a structure that is based on the pleiocarpaman skeleton. These alkaloids arise from the cyclization of a corynantheine precursor via C-16 to N-1.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Pleiocarpaman alkaloids

Sub Class

Not Available

Direct Parent

Pleiocarpaman alkaloids

Alternative Parents

Substituents

Pleiocarpaman skeleton
Macroline skeleton
Indolo[3,2-1de][1,5]naphthyridine
Alpha-amino acid ester
Beta-carboline
Pyridoindole
Alpha-amino acid or derivatives
N-alkylindole
3-alkylindole
Quinolizidine
Naphthyridine
Indole
Indole or derivatives
Piperidinecarboxylic acid
Tertiary aliphatic/aromatic amine
Dialkylarylamine
Aralkylamine
N-methylpyrrole
Piperidine
Benzenoid
Substituted pyrrole
Pyrrole
Methyl ester
Heteroaromatic compound
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Amine
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
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	5.86	ALOGPS
logP	5.3	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	9.07	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	50.18 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	191.84 m³·mol⁻¹	ChemAxon
Polarizability	72.65 Å³	ChemAxon
Number of Rings	10	ChemAxon
Bioavailability	No	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

Not Available

Chemspider ID

28496174

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Macrocarpamine

METLIN ID

Not Available

PubChem Compound

5472477

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pandey KP, Rahman MT, Cook JM: Bisindole Alkaloids from the Alstonia Species: Recent Isolation, Bioactivity, Biosynthesis, and Synthesis. Molecules. 2021 Jun 7;26(11):3459. doi: 10.3390/molecules26113459. [PubMed:34200196 ]
LOTUS database [Link]

Showing NP-Card for macrocarpamine (NP0148281)

MOL for NP0148281 (macrocarpamine)

3D MOL for NP0148281 (macrocarpamine)

3D SDF for NP0148281 (macrocarpamine)

3D-SDF for NP0148281 (macrocarpamine)

PDB for NP0148281 (macrocarpamine)

3D PDB for NP0148281 (macrocarpamine)

SMILES for NP0148281 (macrocarpamine)

INCHI for NP0148281 (macrocarpamine)

Structure for NP0148281 (macrocarpamine)

3D Structure for NP0148281 (macrocarpamine)