NP-MRD: Showing NP-Card for (1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one (NP0316996)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 16:34:22 UTC

Updated at

2022-09-11 16:34:22 UTC

NP-MRD ID

NP0316996

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one

Description

CHEMBL3338245 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,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one is found in Alstonia angustifolia. Based on a literature review very few articles have been published on CHEMBL3338245.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112218342D          

 24 28  0  0  1  0            999 V2000
   -1.7734    2.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986    2.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565    1.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    0.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3472   -0.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7355   -0.3450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5481   -0.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    0.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803    1.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    1.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019    1.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250    1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853    0.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1225   -0.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2995   -0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052    1.7590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3925    1.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    0.9419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7073    0.7657    0.0000 N   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 15 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
  3 23  1  0  0  0  0
  8 23  1  0  0  0  0
 21 24  1  6  0  0  0
  9 24  1  6  0  0  0
M  END

     RDKit          3D

 46 50  0  0  0  0  0  0  0  0999 V2000
    4.9050    1.5743   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530    1.1424   -0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2687   -0.1326   -0.5702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2966   -1.1386   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5190   -0.8410   -0.1935 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7992   -2.4039    0.0672 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5484   -2.4915    0.6831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4669   -1.6866    0.0568 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6809   -1.0027    1.1709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7459   -1.4227    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6521   -0.4087    0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1727    0.7308   -0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    1.4290   -0.4708 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1987    2.7146   -1.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3764    0.7601   -0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7145    1.0338   -0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6671    0.1488    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3393   -1.0352    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0058   -1.2940    0.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0222   -0.4079    0.4541 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3068    0.9914   -0.1104 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9394    0.3382   -1.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9518   -0.6927   -0.9692 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9076    0.4054    1.0638 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511    1.1836    0.9146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6833    1.3968   -0.8469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8564    2.6920    0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7652    1.8483   -0.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2513   -3.5770    0.7432 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7021   -2.1970    1.7631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7849   -2.3934   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665   -1.3120    2.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1519   -1.7018    2.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400   -2.3448    0.4629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4125    3.5193   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0243    2.7379   -1.8954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2223    2.8798   -1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9900    1.9447   -0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7132    0.3664   -0.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0916   -1.7434    0.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6700   -2.2033    1.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4287    2.0769   -0.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3691    1.0456   -2.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079   -0.1858   -1.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512   -1.2876   -1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980    0.9442    1.9229 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3 23  1  0
 23 22  1  0
 22 21  1  0
 21 24  1  0
 24  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  3  1  0
  8 23  1  0
 12 21  1  0
 20 15  1  0
 20 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
 23 45  1  6
 22 43  1  0
 22 44  1  0
 21 42  1  6
 24 46  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 19 41  1  0
  8 31  1  6
  7 29  1  0
  7 30  1  0
M  END


  Mrv1652309112218342D          

 24 28  0  0  1  0            999 V2000
   -1.7734    2.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9986    2.0379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565    1.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2641    0.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3472   -0.1169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5724   -0.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0604    0.1292    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7355   -0.3450    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5481   -0.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0223    0.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8803    1.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093    1.6711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7253    2.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019    1.0971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0250    1.1535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4853    0.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1225   -0.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2995   -0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2052    1.7590    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3925    1.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    0.9419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7073    0.7657    0.0000 N   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  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 11 20  1  0  0  0  0
 15 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 23 22  1  6  0  0  0
  3 23  1  0  0  0  0
  8 23  1  0  0  0  0
 21 24  1  6  0  0  0
  9 24  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0316996

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C1\[C@@H]2C[C@@H]3N[C@@H](CC4=C3N(C)C3=CC=CC=C43)[C@@H]2COC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N2O2/c1-3-11-13-8-17-19-14(12-6-4-5-7-18(12)22(19)2)9-16(21-17)15(13)10-24-20(11)23/h3-7,13,15-17,21H,8-10H2,1-2H3/b11-3-/t13-,15+,16-,17-/m0/s1

> <INCHI_KEY>
MXJZROHBCMNZRV-OQGRGGOZSA-N

> <FORMULA>
C20H22N2O2

> <MOLECULAR_WEIGHT>
322.408

> <EXACT_MASS>
322.168127956

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
35.82842163117467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S,13R,17Z,18R)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraen-16-one

> <JCHEM_LOGP>
2.900766640999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.116319539595356

> <JCHEM_POLAR_SURFACE_AREA>
43.26

> <JCHEM_REFRACTIVITY>
93.6344

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,13R,17Z,18R)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraen-16-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.310   4.333   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.864   3.804   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.599   2.287   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.780   1.299   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.226   1.828   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      -2.515  -0.218   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.068  -0.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.113   0.241   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.373  -0.644   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.890  -0.379   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.775   0.881   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.510   2.398   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.871   3.119   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       5.087   4.644   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.977   2.048   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.513   2.153   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.373   0.875   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.695  -0.508   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.159  -0.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.300   0.665   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.250   3.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.733   3.018   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.153   1.758   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       1.320   1.429   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   24                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   11   15                                                  
CONECT   21   12   22   24                                                  
CONECT   22   21   23                                                       
CONECT   23   22    3    8                                                  
CONECT   24   21    9                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₂N₂O₂

Average Mass

322.4080 Da

Monoisotopic Mass

322.16813 Da

IUPAC Name

(1S,12S,13R,17Z,18R)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraen-16-one

Traditional Name

(1S,12S,13R,17Z,18R)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0^{2,10}.0^{4,9}.0^{13,18}]icosa-2(10),4,6,8-tetraen-16-one

CAS Registry Number

Not Available

SMILES

C\C=C1\[C@@H]2C[C@@H]3N[C@@H](CC4=C3N(C)C3=CC=CC=C43)[C@@H]2COC1=O

InChI Identifier

InChI=1S/C20H22N2O2/c1-3-11-13-8-17-19-14(12-6-4-5-7-18(12)22(19)2)9-16(21-17)15(13)10-24-20(11)23/h3-7,13,15-17,21H,8-10H2,1-2H3/b11-3-/t13-,15+,16-,17-/m0/s1

InChI Key

MXJZROHBCMNZRV-OQGRGGOZSA-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

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
N-alkylindole
Indole
Indole or derivatives
Aralkylamine
Delta valerolactone
Delta_valerolactone
Benzenoid
Substituted pyrrole
N-methylpyrrole
Piperidine
Oxane
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Pyrrole
Carboxylic acid ester
Amino acid or derivatives
Lactone
Oxacycle
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Secondary aliphatic amine
Secondary amine
Monocarboxylic acid or derivatives
Amine
Carbonyl group
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.9	ChemAxon
pKa (Strongest Basic)	9.12	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	43.26 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.63 m³·mol⁻¹	ChemAxon
Polarizability	35.83 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

58116573

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118715165

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,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one (NP0316996)

MOL for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

3D MOL for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

3D SDF for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

3D-SDF for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

PDB for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

3D PDB for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

SMILES for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

INCHI for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

Structure for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)

3D Structure for NP0316996 ((1s,12s,13r,17z,18r)-17-ethylidene-3-methyl-15-oxa-3,20-diazapentacyclo[10.7.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]icosa-2(10),4,6,8-tetraen-16-one)