NP-MRD: Showing NP-Card for methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate (NP0208172)

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Record Information

Version

2.0

Created at

2022-09-05 05:04:16 UTC

Updated at

2022-09-05 05:04:16 UTC

NP-MRD ID

NP0208172

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate

Description

CHEMBL600981 belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate is found in Alstonia macrophylla and Alstonia muelleriana. Based on a literature review very few articles have been published on CHEMBL600981.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052207042D          

 29 34  0  0  1  0            999 V2000
   -0.9531    3.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9672    2.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598    1.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981    1.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    0.5654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055    0.1805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2468    0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0456    1.6760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9031    1.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    2.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6117    2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206    1.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3293    1.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749    1.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750    0.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663    0.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194    0.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    1.0687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9169    0.1337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    1.1220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6860    1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    2.4543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4875    2.4542    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8644    3.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884    3.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4173    3.8814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942    4.6153    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
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  1  0  0  0
  6 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22  5  1  1  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

     RDKit          3D

 55 60  0  0  0  0  0  0  0  0999 V2000
   -4.1193   -1.7589   -0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9891   -0.5908   -0.9231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2254    0.4216   -0.6054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1764    1.5682   -1.5543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0272    2.3928   -1.4403 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8917    1.9197   -2.2097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5531    0.4768   -1.8803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1532    0.5641   -0.4597 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2786    0.3008   -0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0885   -0.7388   -0.5964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4206   -0.7567   -0.2152 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2635   -1.7907   -0.5901 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8622   -2.8894   -1.3701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9696    0.2541    0.5554 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082    0.2023    0.9187 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8065    1.2744    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249    1.2784    0.9233 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7938    1.3478    0.5731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320    2.2964    0.8107 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    2.0774   -0.2258 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1638    2.5415   -1.4942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5517    2.6206   -0.0891 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3542    1.9723    0.9821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4476    0.4783    0.6152 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0389   -0.0499    0.5474 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0098   -1.5286    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6578   -2.3076   -0.2748 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -2.1042    1.8316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4505   -3.5058    2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9953   -1.6093    1.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4586   -2.5655   -0.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1519   -2.2242   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612   -0.5856   -1.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2401    1.2012   -2.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759    2.2048   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044    2.1612   -3.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3235   -0.2313   -2.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516    0.2317   -2.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7476   -1.5577   -1.2003 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2621   -3.6272   -0.7752 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2894   -2.5606   -2.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7857   -3.3949   -1.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8583    1.0837    2.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8274    2.2269    1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1909    1.4599    2.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5692    2.0741    1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7832    2.9419    1.6333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4680    3.7002    0.1229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955    2.0388    1.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3509    2.4223    1.0329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9160    0.0202    1.5096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5977    0.2684    1.5517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -4.0281    1.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4936   -3.9101    1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1146   -3.7070    3.0597 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 26  1  0
 26 27  2  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  5  6  1  0
  6  7  1  0
  8  7  1  6
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 20 19  1  1
 20 21  1  0
  8 25  1  0
 20  8  1  0
  3 24  1  0
 21  6  1  0
 20 22  1  0
 18  9  1  0
 29 53  1  0
 29 54  1  0
 29 55  1  0
 25 52  1  1
 24 51  1  1
 23 49  1  0
 23 50  1  0
 22 48  1  1
  4 34  1  0
  4 35  1  0
  2 33  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  6 36  1  6
  7 37  1  0
  7 38  1  0
 10 39  1  0
 13 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  0
 19 47  1  0
M  END


  Mrv1652309052207042D          

 29 34  0  0  1  0            999 V2000
   -0.9531    3.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9672    2.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2598    1.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2981    1.0614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4714    0.5654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3055    0.1805    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2468    0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0456    1.6760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9031    1.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4487    2.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2574    2.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8030    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6117    2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5206    1.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3293    1.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749    1.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750    0.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1663    0.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5194    0.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7288    1.0687    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9169    0.1337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9396    1.1220    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6860    1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509    2.4543    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4875    2.4542    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8644    3.1880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6884    3.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4173    3.8814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7942    4.6153    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
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 11 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  1  0  0  0
  6 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22  5  1  1  0  0  0
 22 23  1  0  0  0  0
 24 23  1  6  0  0  0
  3 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0208172

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1[C@H]2C[C@@H]3N(C\C2=C\C)[C@@H]2C[C@]11C4=CC(OC)=C(OC)C=C4N[C@]31O2

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N2O5/c1-5-11-10-24-17-6-12(11)19(20(25)28-4)21-9-18(24)29-22(17,21)23-14-8-16(27-3)15(26-2)7-13(14)21/h5,7-8,12,17-19,23H,6,9-10H2,1-4H3/b11-5-/t12-,17-,18-,19-,21-,22-/m0/s1

> <INCHI_KEY>
CRKDVBVOAIRDNW-LWSMPMPHSA-N

> <FORMULA>
C22H26N2O5

> <MOLECULAR_WEIGHT>
398.459

> <EXACT_MASS>
398.184171945

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.7169223323223

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3,5,7-triene-19-carboxylate

> <JCHEM_LOGP>
2.0369284666666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.692762571778507

> <JCHEM_PKA_STRONGEST_BASIC>
4.643891088110564

> <JCHEM_POLAR_SURFACE_AREA>
69.26

> <JCHEM_REFRACTIVITY>
107.22489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3,5,7-triene-19-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.779   6.025   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.805   4.485   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.485   3.692   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.557   1.981   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       0.880   1.055   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.437   0.337   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.194   1.551   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.818   3.128   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.419   3.131   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.438   4.286   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.947   3.982   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.966   5.137   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      10.475   4.833   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.438   2.522   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.948   2.218   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.966   3.373   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.420   1.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.910   1.671   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.703   0.769   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       3.227   1.995   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.578   0.249   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.754   2.094   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.281   3.555   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.028   4.581   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.777   4.581   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.480   5.951   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.018   6.027   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.646   7.245   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.349   8.615   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   20   25                                             
CONECT    9    8   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17    9   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19    8   21   22                                             
CONECT   21   20    6                                                       
CONECT   22   20    5   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23    3   25                                                  
CONECT   25   24    8   26                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆N₂O₅

Average Mass

398.4590 Da

Monoisotopic Mass

398.18417 Da

IUPAC Name

methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3,5,7-triene-19-carboxylate

Traditional Name

methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1^{9,15}.0^{1,9}.0^{3,8}.0^{12,17}]nonadeca-3,5,7-triene-19-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1[C@H]2C[C@@H]3N(C\C2=C\C)[C@@H]2C[C@]11C4=CC(OC)=C(OC)C=C4N[C@]31O2

InChI Identifier

InChI=1S/C22H26N2O5/c1-5-11-10-24-17-6-12(11)19(20(25)28-4)21-9-18(24)29-22(17,21)23-14-8-16(27-3)15(26-2)7-13(14)21/h5,7-8,12,17-19,23H,6,9-10H2,1-4H3/b11-5-/t12-,17-,18-,19-,21-,22-/m0/s1

InChI Key

CRKDVBVOAIRDNW-LWSMPMPHSA-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
Alstonia muelleriana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Carbazole
Quinolizidine
Dihydroindole
Anisole
Phenol ether
Alkyl aryl ether
Secondary aliphatic/aromatic amine
Benzenoid
Piperidine
Oxazolidine
Oxolane
Methyl ester
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
Hemiaminal
Secondary amine
Azacycle
Carboxylic acid derivative
Ether
Oxacycle
Monocarboxylic acid or derivatives
Amine
Carbonyl group
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Organic oxide
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	2.04	ChemAxon
pKa (Strongest Acidic)	11.69	ChemAxon
pKa (Strongest Basic)	4.64	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.26 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	107.22 m³·mol⁻¹	ChemAxon
Polarizability	41.72 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

24650993

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46229105

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate (NP0208172)

MOL for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D MOL for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D SDF for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D-SDF for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

PDB for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D PDB for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

SMILES for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

INCHI for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

Structure for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)

3D Structure for NP0208172 (methyl (1r,9r,11s,14e,15r,17s,19r)-14-ethylidene-5,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.1⁹,¹⁵.0¹,⁹.0³,⁸.0¹²,¹⁷]nonadeca-3,5,7-triene-19-carboxylate)