NP-MRD: Showing NP-Card for 2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate (NP0303907)

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Record Information

Version

2.0

Created at

2022-09-10 18:38:11 UTC

Updated at

2022-09-10 18:38:11 UTC

NP-MRD ID

NP0303907

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate

Description

Kopsidarine belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond. 2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate is found in Kopsia singapurensis. Based on a literature review very few articles have been published on Kopsidarine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102220382D          

 34 39  0  0  1  0            999 V2000
    6.0919    3.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7841    3.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930    2.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1098    2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9852    1.7739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3782    1.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1520    0.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7867    1.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5605    0.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2909   -0.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562   -0.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8824   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7434    0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8791    0.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9355   -0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -0.3655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -0.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7597   -1.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2707   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496    0.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    1.0707    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8319    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395    1.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1776    1.5092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4232    2.0450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0667    2.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    2.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6008    3.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2841    2.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636    3.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    1.9338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0124    2.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.4969    0.0000 C   0  0  1  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
  3  5  1  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  1  0  0  0  0
  7 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
  6 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 21  1  6  0  0  0
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 32 33  1  1  0  0  0
 22 34  1  0  0  0  0
 34 17  1  1  0  0  0
 14 34  1  0  0  0  0
M  END

     RDKit          3D

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    3.0224   -3.7811   -1.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6225   -2.5168   -0.7917 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8513    0.1624    0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1940    0.1997    0.5520 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8525   -0.9969    0.8252 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123   -0.9618    1.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8785    1.3902    0.6631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2291    2.5620    0.3966 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9026    2.5332    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2282    1.3624   -0.0890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1920    0.9911   -0.4827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2330    0.9594   -1.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0609    2.1528   -2.3466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7275    2.6290   -1.1675 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7865    3.5471   -0.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562    4.4477   -1.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5058    3.3742    0.3564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1937    2.3926    1.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1105    1.4286    0.9630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3042    1.0728    2.1990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1006    0.2782    1.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390   -0.2742    0.3052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5996   -0.9550    0.4030 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6474   -1.5124    1.7371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0236   -2.0436   -0.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0710   -1.9518   -1.6882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264   -3.3067    0.0425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -4.3504   -0.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7210    0.1188    0.4992 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.0117   -3.8035   -2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0858   -3.9985   -0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5810   -1.9346    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3671   -0.2543    2.0767 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8293   -0.5320    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9048    1.3849    0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7424    3.5361    0.4745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3826    3.4561   -0.1908 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950    1.1726   -2.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5380    0.0364   -2.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8174    1.8540   -3.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4298    2.9897   -2.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3169    4.0550    0.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7543    2.3007    2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0030    2.0537    2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191    0.5245    2.9380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0062   -0.5981    2.4404 H   0  0  0  0  0  0  0  0  0  0  0  0
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 18 17  1  0
  1 35  1  0
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  1 37  1  0
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 32 58  1  1
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 31 55  1  0
 31 56  1  0
 31 57  1  0
 21 49  1  0
 20 48  1  0
M  END


  Mrv1652309102220382D          

 34 39  0  0  1  0            999 V2000
    6.0919    3.9541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7841    3.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2930    2.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1098    2.6555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9852    1.7739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3782    1.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1520    0.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7867    1.2767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5605    0.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2909   -0.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6562   -0.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8791    0.6020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9355   -0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4119   -0.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -0.3655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9286   -0.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7597   -1.4024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2707   -0.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496    0.7876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1693    1.0707    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8319    1.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395    1.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1776    1.5092    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4232    2.0450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0667    2.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1027    2.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6008    3.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2841    2.9077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9636    3.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    1.9338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0124    2.5878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.4969    0.0000 C   0  0  1  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
  3  5  1  0  0  0  0
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 22 23  1  0  0  0  0
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 25  5  1  6  0  0  0
 14 25  1  0  0  0  0
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 26 32  1  0  0  0  0
 22 32  1  0  0  0  0
 32 33  1  1  0  0  0
 22 34  1  0  0  0  0
 34 17  1  1  0  0  0
 14 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0303907

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)N1C2=C(OC)C=CC=C2[C@]23CCN4[C@H]2[C@@]2(CC[C@]13[C@@](O)([C@@H]2O)C(=O)OC)C=CC4=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H26N2O8/c1-32-14-6-4-5-13-16(14)26(20(30)34-3)23-10-9-21(18(28)24(23,31)19(29)33-2)8-7-15(27)25-12-11-22(13,23)17(21)25/h4-8,17-18,28,31H,9-12H2,1-3H3/t17-,18+,21-,22+,23-,24+/m0/s1

> <INCHI_KEY>
OMLGWPFZAAVCBS-BAQUWZKJSA-N

> <FORMULA>
C24H26N2O8

> <MOLECULAR_WEIGHT>
470.478

> <EXACT_MASS>
470.168915805

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.18725928446274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,18-dimethyl (1S,9R,16R,17R,18R,21R)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate

> <JCHEM_LOGP>
-0.24329089066666718

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.961209596540293

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.75643110657561

> <JCHEM_PKA_STRONGEST_BASIC>
-0.05796349823588187

> <JCHEM_POLAR_SURFACE_AREA>
125.84

> <JCHEM_REFRACTIVITY>
116.23469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,18-dimethyl (1S,9R,16R,17R,18R,21R)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      11.372   7.381   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.797   5.952   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.747   4.740   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      13.272   4.957   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      11.172   3.311   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      11.906   1.934   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.350   1.400   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      14.535   2.383   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      15.980   1.849   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.610  -0.118   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.425  -1.102   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.981  -0.568   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.721   0.950   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.108   1.124   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.213  -0.481   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.235  -1.690   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       7.001  -0.682   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       5.467  -1.110   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.151  -2.618   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.239  -0.108   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.386   1.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.916   1.999   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.153   2.609   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.474   2.186   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.665   2.817   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.257   3.817   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       9.458   4.781   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.658   5.236   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.588   6.464   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.130   5.428   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.532   6.847   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.562   3.610   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.623   4.830   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       7.318   0.927   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   25                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    6   14                                                  
CONECT   14   13   15   25   34                                             
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   34                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   32   34                                             
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    5   14   26                                             
CONECT   26   25   27   28   32                                             
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30                                                            
CONECT   32   26   22   33                                                  
CONECT   33   32                                                            
CONECT   34   22   17   14                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆N₂O₈

Average Mass

470.4780 Da

Monoisotopic Mass

470.16892 Da

IUPAC Name

2,18-dimethyl (1S,9R,16R,17R,18R,21R)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate

Traditional Name

2,18-dimethyl (1S,9R,16R,17R,18R,21R)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1^{9,12}.0^{1,9}.0^{3,8}.0^{16,21}]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)N1C2=C(OC)C=CC=C2[C@]23CCN4[C@H]2[C@@]2(CC[C@]13[C@@](O)([C@@H]2O)C(=O)OC)C=CC4=O

InChI Identifier

InChI=1S/C24H26N2O8/c1-32-14-6-4-5-13-16(14)26(20(30)34-3)23-10-9-21(18(28)24(23,31)19(29)33-2)8-7-15(27)25-12-11-22(13,23)17(21)25/h4-8,17-18,28,31H,9-12H2,1-3H3/t17-,18+,21-,22+,23-,24+/m0/s1

InChI Key

OMLGWPFZAAVCBS-BAQUWZKJSA-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
Kopsia singapurensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspidofractine alkaloids. These are alkaloids with a structure that is based on the hexacyclic aspidofractine core. These compounds are related to the Aspidosperma group by formation of a C-2 to C-18 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aspidofractine alkaloids

Sub Class

Not Available

Direct Parent

Aspidofractine alkaloids

Alternative Parents

Substituents

Aspidofractine skeleton
Carbazole
Indolecarboxylic acid derivative
Indolecarboxylic acid
Indole or derivatives
Anisole
Alkyl aryl ether
Beta-hydroxy acid
Benzenoid
Hydroxy acid
Methyl ester
Cyclic alcohol
Pyrrolidine
Tertiary alcohol
Tertiary carboxylic acid amide
Carbamic acid ester
Carboxamide group
Lactam
Secondary alcohol
Carboxylic acid ester
Carbonic acid derivative
1,2-diol
Azacycle
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Monocarboxylic acid or derivatives
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Organonitrogen 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	-0.24	ChemAxon
pKa (Strongest Acidic)	10.76	ChemAxon
pKa (Strongest Basic)	-0.058	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	125.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	116.23 m³·mol⁻¹	ChemAxon
Polarizability	46.19 Å³	ChemAxon
Number of Rings	6	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

9224133

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11048966

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate (NP0303907)

MOL for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

3D MOL for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

3D SDF for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

3D-SDF for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

PDB for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

3D PDB for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

SMILES for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

INCHI for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

Structure for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)

3D Structure for NP0303907 (2,18-dimethyl (1s,9r,16r,17r,18r,21r)-17,18-dihydroxy-4-methoxy-13-oxo-2,12-diazahexacyclo[14.2.2.1⁹,¹².0¹,⁹.0³,⁸.0¹⁶,²¹]henicosa-3,5,7,14-tetraene-2,18-dicarboxylate)