NP-MRD: Showing NP-Card for (1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde (NP0191057)

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Record Information

Version

2.0

Created at

2022-09-04 07:52:07 UTC

Updated at

2022-09-04 07:52:08 UTC

NP-MRD ID

NP0191057

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde

Description

11-Methoxy-19-oxo-21-methyl-18,22-dinoralstphyllan belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids. (1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde is found in Alstonia macrophylla. Based on a literature review very few articles have been published on 11-Methoxy-19-oxo-21-methyl-18,22-dinoralstphyllan.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042209522D          

 26 30  0  0  1  0            999 V2000
    8.6884    1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2281    1.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4050    1.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0423    0.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2192    0.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7589    1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9421    1.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000    2.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5290    2.8805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1216    2.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9447    2.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1249    2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3122    2.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8380    2.1513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0632    2.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9211    3.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1463    3.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    1.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556    2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5725    1.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3473    0.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801    1.3386    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6552    0.8644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4679    1.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    1.8577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988    1.2390    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 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  2  0  0  0  0
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 24  1  0  0  0  0
 23 25  1  6  0  0  0
 12 25  1  6  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 50 54  0  0  0  0  0  0  0  0999 V2000
    6.8836    1.9704    0.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7620    2.4477    0.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6304    1.6566   -0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5763    0.3835    0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4699   -0.4419    0.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3918    0.0573   -0.4191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1785   -0.5519   -0.7020 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4607    0.3677   -1.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2053    1.4776   -1.5708 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3894    1.3221   -0.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5221    2.0962   -0.7942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    0.0345   -1.8996 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8640    0.9323   -1.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0265    0.5300    0.2824 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5092    0.4746    0.5585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2739    1.6416    0.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5182    1.6793    0.3204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0978   -0.5282    1.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5814   -0.5588    1.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453   -1.6170    1.5292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9818   -1.3686    1.8706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2704   -0.6405    0.7455 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9110   -1.6610   -0.2925 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6086   -1.8911   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3106   -1.2995   -1.6197 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9122   -2.2750   -2.5705 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4334    1.2002    0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5989    2.7653    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5714    1.4710    1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4110   -0.0236    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4219   -1.4331    0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9366    2.3596   -2.0747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5510    3.0928   -1.2137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9399    0.2913   -2.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8288    0.8765   -1.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5269    1.9906   -1.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6941    1.4192    0.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7981    2.4960   -0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1125   -0.5634    0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8599   -1.5251    1.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8748    0.2280    2.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8690   -0.8804    2.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5200   -2.3892    1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -0.3113    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3292   -2.6676   -0.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7914   -2.6413   -1.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9245   -2.2514    0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7189   -2.3639   -3.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0664   -2.0952   -3.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9143   -3.2831   -2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6 10  2  0
 10  9  1  0
  9  8  1  0
  8  7  2  0
  7 24  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 18  1  0
 18 19  1  0
 18 15  2  0
 15 16  1  0
 16 17  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 25  1  0
 25 26  1  0
 10 11  1  0
 11  3  2  0
  7  6  1  0
 25 23  1  0
 12  8  1  0
 14 22  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  4 30  1  0
  5 31  1  0
  9 32  1  0
 24 46  1  0
 24 47  1  0
 23 45  1  1
 22 44  1  1
 21 42  1  0
 21 43  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 16 38  1  0
 14 37  1  1
 13 35  1  0
 13 36  1  0
 12 34  1  6
 26 48  1  0
 26 49  1  0
 26 50  1  0
 11 33  1  0
M  END


  Mrv1652309042209522D          

 26 30  0  0  1  0            999 V2000
    8.6884    1.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2281    1.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4050    1.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0423    0.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2192    0.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7589    1.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9421    1.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8000    2.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5290    2.8805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1216    2.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9447    2.3629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1249    2.9684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3122    2.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8380    2.1513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0632    2.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9211    3.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1463    3.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    1.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6556    2.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5725    1.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3473    0.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801    1.3386    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6552    0.8644    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4679    1.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    1.8577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6988    1.2390    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  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 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  2  0  0  0  0
 15 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 14 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  7 24  1  0  0  0  0
 23 25  1  6  0  0  0
 12 25  1  6  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0191057

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(NC3=C2C[C@H]2[C@@H]4COC(C)=C(C=O)[C@@H]4C[C@@H]3N2C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O3/c1-11-16(9-24)14-7-20-21-15(8-19(23(20)2)17(14)10-26-11)13-5-4-12(25-3)6-18(13)22-21/h4-6,9,14,17,19-20,22H,7-8,10H2,1-3H3/t14-,17+,19-,20-/m0/s1

> <INCHI_KEY>
ONBPJDNLJKBJSV-KTGNWYGMSA-N

> <FORMULA>
C21H24N2O3

> <MOLECULAR_WEIGHT>
352.434

> <EXACT_MASS>
352.178692641

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.22883968351833

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S,13R,18R)-6-methoxy-16,20-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-pentaene-17-carbaldehyde

> <JCHEM_LOGP>
1.5727429056666673

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.250387880493474

> <JCHEM_PKA_STRONGEST_BASIC>
6.411151776341874

> <JCHEM_POLAR_SURFACE_AREA>
54.56000000000001

> <JCHEM_REFRACTIVITY>
101.6756

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,13R,18R)-6-methoxy-16,20-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-pentaene-17-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      16.218   1.960   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      15.359   3.238   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.823   3.133   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.146   1.750   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.609   1.644   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.750   2.922   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.225   3.139   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.960   4.656   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      10.321   5.377   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      11.427   4.306   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.963   4.411   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.700   5.541   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.183   5.276   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.298   4.016   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.851   4.545   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.586   6.062   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.140   6.590   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.670   3.556   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.224   4.085   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.935   2.039   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.382   1.511   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.563   2.499   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.823   1.614   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.340   1.879   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       7.752   3.468   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       8.771   2.313   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8   24                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10    3                                                       
CONECT   12    8   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16   18                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   14   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23    7                                                       
CONECT   25   23   12   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₄N₂O₃

Average Mass

352.4340 Da

Monoisotopic Mass

352.17869 Da

IUPAC Name

(1S,12S,13R,18R)-6-methoxy-16,20-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-pentaene-17-carbaldehyde

Traditional Name

(1S,12S,13R,18R)-6-methoxy-16,20-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-pentaene-17-carbaldehyde

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(NC3=C2C[C@H]2[C@@H]4COC(C)=C(C=O)[C@@H]4C[C@@H]3N2C)=C1

InChI Identifier

InChI=1S/C21H24N2O3/c1-11-16(9-24)14-7-20-21-15(8-19(23(20)2)17(14)10-26-11)13-5-4-12(25-3)6-18(13)22-21/h4-6,9,14,17,19-20,22H,7-8,10H2,1-3H3/t14-,17+,19-,20-/m0/s1

InChI Key

ONBPJDNLJKBJSV-KTGNWYGMSA-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 macrophylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macroline alkaloids. These are alkaloids with a structure that is based on the tetracyclic macroline skeleton. The macroline skeleton arises by scission of the C-21 to N-4 bond of the akuammilan skeleton, and mostly occurs in bisindole alkaloids.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Macroline alkaloids

Sub Class

Not Available

Direct Parent

Macroline alkaloids

Alternative Parents

Substituents

Macroline skeleton
Beta-carboline
Pyridoindole
3-alkylindole
Indole
Indole or derivatives
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Piperidine
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous ester
Tertiary aliphatic amine
Tertiary amine
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Aldehyde
Carbonyl group
Organic oxide
Organonitrogen compound
Organooxygen compound
Amine
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	1.57	ChemAxon
pKa (Strongest Acidic)	16.25	ChemAxon
pKa (Strongest Basic)	6.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.68 m³·mol⁻¹	ChemAxon
Polarizability	39.23 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

101725656

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde (NP0191057)

MOL for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

3D MOL for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

3D SDF for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

3D-SDF for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

PDB for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

3D PDB for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

SMILES for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

INCHI for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

Structure for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)

3D Structure for NP0191057 ((1s,12s,13r,18r)-6-methoxy-16,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8,16-pentaene-17-carbaldehyde)