NP-MRD: Showing NP-Card for methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate (NP0149667)

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Record Information

Version

2.0

Created at

2022-09-02 05:35:28 UTC

Updated at

2022-09-02 05:35:29 UTC

NP-MRD ID

NP0149667

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

Description

Methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]Nonadeca-2,4,6,8(18)-tetraene-17-carboxylate belongs to the class of organic compounds known as pyrroloazepines. Pyrroloazepines are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom. methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate is found in Tabernaemontana africana. Based on a literature review very few articles have been published on methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]Nonadeca-2,4,6,8(18)-tetraene-17-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022207352D          

 30 34  0  0  0  0            999 V2000
    8.2414    1.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3880    1.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5411    1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4805    2.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6981    3.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843    2.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2058    1.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660    1.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4969    0.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3286    1.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8252    1.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4203    2.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8810    1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1425    1.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    1.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    2.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760    1.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6151    0.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770    2.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383    3.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    4.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518    3.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2846    2.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1278    2.8341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936    3.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8224    4.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8804    0.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6213    0.6103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229    1.4472    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  3 30  1  0  0  0  0
  7 30  1  0  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
   -4.1951   -2.4940    0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1642   -2.3848   -0.5237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9200   -0.9325   -0.8446 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8915   -0.8692   -1.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5808    0.5231   -2.4178 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1860    1.4523   -1.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617    1.0180   -0.0216 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0000    2.1756    0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8144    2.0420    1.8387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3661    3.3756    0.7527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5825    4.4865    1.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227    0.6225   -0.0525 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137    0.3010    1.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6704    0.0159    0.6620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8088   -0.3607    1.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9743   -0.5961    0.6856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489   -0.9731    1.3038 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2558   -1.1513    2.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828   -0.4504   -0.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1495   -0.6857   -1.3761 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1851   -0.5462   -2.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   -0.0752   -1.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    0.1640   -0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4478    0.5324   -1.1362 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0743    0.7755   -2.4989 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4390   -0.1888   -3.3610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1106    0.2394    2.5191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3346   -0.6720    2.5296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7108   -1.1066    1.2255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4943   -0.2324    0.4288 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6957   -2.3744    1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5616   -3.5510    0.5540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0010   -1.7646    0.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472   -2.8881   -0.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5693   -2.9347   -1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9107   -0.5311   -1.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3262   -1.4167   -2.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916   -1.4261   -1.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0021    0.7920   -3.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8382    2.4716   -1.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    1.4014   -1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0411    4.3890    2.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6960    4.5315    1.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2735    5.4008    1.0590 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7891   -0.4696    2.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7852   -2.1338    2.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3302   -1.2060    2.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7160   -0.3530    3.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3336   -1.1094   -3.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1047   -1.0907   -3.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1957    0.5055   -3.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8249    0.0452   -2.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602    1.7921   -2.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9537    0.2214   -4.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062   -0.1242    3.1692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3917    1.2468    2.8712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9981   -1.5939    3.0900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1865   -0.2828    3.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9579   -1.6119    0.7129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4032    0.0599    0.9818 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  1  0
  5  6  1  0
  6  7  1  0
  7 30  1  0
 30 29  1  0
 29 28  1  0
 28 27  1  0
 27 13  1  0
 13 12  2  0
 12 24  1  0
 24 25  1  0
 25 26  1  0
 24 23  1  0
 23 22  2  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 19 16  2  0
 16 17  1  0
 17 18  1  0
 16 15  1  0
 15 14  2  0
  7  8  1  1
  8  9  2  0
  8 10  1  0
 10 11  1  0
 30  3  1  0
 14 13  1  0
 25  5  1  0
 14 23  1  0
 12  7  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  4 38  1  0
  5 39  1  6
  6 40  1  0
  6 41  1  0
 30 60  1  1
 29 59  1  0
 28 57  1  0
 28 58  1  0
 27 55  1  0
 27 56  1  0
 25 53  1  6
 26 54  1  0
 22 52  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 18 46  1  0
 18 47  1  0
 18 48  1  0
 15 45  1  0
 11 42  1  0
 11 43  1  0
 11 44  1  0
M  END


  Mrv1652309022207352D          

 30 34  0  0  0  0            999 V2000
    8.2414    1.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3880    1.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5411    1.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4805    2.8160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6981    3.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4843    2.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2058    1.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1660    1.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4969    0.0479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3286    1.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8252    1.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4203    2.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8810    1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1425    1.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3677    1.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7349    2.0742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9760    1.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6151    0.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8770    2.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383    3.5701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    4.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6518    3.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2846    2.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1278    2.8341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7936    3.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8224    4.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8804    0.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6213    0.6103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8229    1.4472    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  3 30  1  0  0  0  0
  7 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0149667

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1CC2CC3(C1NCCC1=C3N(C2O)C2=CC(OC)=C(OC)C=C12)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N2O5/c1-5-12-8-13-11-23(22(27)30-4)19(12)24-7-6-14-15-9-17(28-2)18(29-3)10-16(15)25(20(14)23)21(13)26/h9-10,12-13,19,21,24,26H,5-8,11H2,1-4H3

> <INCHI_KEY>
AWOONWIPAOIFLI-UHFFFAOYSA-N

> <FORMULA>
C23H30N2O5

> <MOLECULAR_WEIGHT>
414.502

> <EXACT_MASS>
414.215472074

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.140869744888604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0^{2,7}.0^{8,18}.0^{12,17}]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

> <ALOGPS_LOGP>
2.16

> <JCHEM_LOGP>
2.5655796163333333

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.084293504515347

> <JCHEM_PKA_STRONGEST_BASIC>
9.617231196820345

> <JCHEM_POLAR_SURFACE_AREA>
81.95

> <JCHEM_REFRACTIVITY>
111.55199999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0^{2,7}.0^{8,18}.0^{12,17}]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      15.384   3.250   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.791   3.134   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.210   3.594   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.097   5.257   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.637   6.143   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.237   5.058   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.718   3.653   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.643   1.877   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      10.261   0.089   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       8.080   2.110   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.140   3.496   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.251   3.816   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.245   2.616   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.866   3.413   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.420   2.884   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.239   3.872   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.822   3.079   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.148   1.637   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.504   5.389   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.498   6.664   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.437   8.256   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.950   5.918   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.131   4.930   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       7.705   5.290   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       8.948   6.454   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.002   8.061   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.685   1.064   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.110   0.395   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      10.493   1.139   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      10.869   2.701   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   25                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   12   30                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    7   13   24                                                  
CONECT   13   12   14   27                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   14   24                                                  
CONECT   24   23   12   25                                                  
CONECT   25   24    5   26                                                  
CONECT   26   25                                                            
CONECT   27   13   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    3    7                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Value	Source
Methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0,.0,.0,]nonadeca-2,4,6,8(18)-tetraene-17-carboxylic acid	Generator

Chemical Formula

C₂₃H₃₀N₂O₅

Average Mass

414.5020 Da

Monoisotopic Mass

414.21547 Da

IUPAC Name

methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0^{2,7}.0^{8,18}.0^{12,17}]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

Traditional Name

methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0^{2,7}.0^{8,18}.0^{12,17}]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate

CAS Registry Number

Not Available

SMILES

CCC1CC2CC3(C1NCCC1=C3N(C2O)C2=CC(OC)=C(OC)C=C12)C(=O)OC

InChI Identifier

InChI=1S/C23H30N2O5/c1-5-12-8-13-11-23(22(27)30-4)19(12)24-7-6-14-15-9-17(28-2)18(29-3)10-16(15)25(20(14)23)21(13)26/h9-10,12-13,19,21,24,26H,5-8,11H2,1-4H3

InChI Key

AWOONWIPAOIFLI-UHFFFAOYSA-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
Tabernaemontana africana	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloazepines. Pyrroloazepines are compounds containing a pyrroloazepine moiety, which is a bicyclic heterocycle which consists of a pyrrole ring fused to an azepine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Azepine is a 7-membered ring consisting of six carbon and one nitrogen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Pyrroloazepines

Sub Class

Not Available

Direct Parent

Pyrroloazepines

Alternative Parents

Substituents

Pyrroloazepine
3-alkylindole
Indole
Indole or derivatives
Anisole
Alkyl aryl ether
Azepine
Aralkylamine
Benzenoid
Pyrrole
Heteroaromatic compound
Methyl ester
Carboxylic acid ester
Amino acid or derivatives
Ether
Secondary aliphatic amine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Secondary amine
Alkanolamine
Azacycle
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen 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	2.16	ALOGPS
logP	2.57	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.08	ChemAxon
pKa (Strongest Basic)	9.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	81.95 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	111.55 m³·mol⁻¹	ChemAxon
Polarizability	45.14 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

163192762

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate (NP0149667)

MOL for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D MOL for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D SDF for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D-SDF for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

PDB for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D PDB for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

SMILES for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

INCHI for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

Structure for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)

3D Structure for NP0149667 (methyl 13-ethyl-19-hydroxy-4,5-dimethoxy-1,11-diazapentacyclo[13.3.1.0²,⁷.0⁸,¹⁸.0¹²,¹⁷]nonadeca-2,4,6,8(18)-tetraene-17-carboxylate)