NP-MRD: Showing NP-Card for methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate (NP0198043)

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Record Information

Version

2.0

Created at

2022-09-04 16:25:30 UTC

Updated at

2022-09-04 16:25:30 UTC

NP-MRD ID

NP0198043

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate

Description

Methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]Octadeca-2,4,6-trien-17-yl]but-2-enoate belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate is found in Hunteria umbellata. Methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]Octadeca-2,4,6-trien-17-yl]but-2-enoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261505182D          

 30 34  0  0  0  0            999 V2000
    8.0382    2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8106    1.7353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0101    1.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371    2.1295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7772    0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6101    0.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9166   -0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381    0.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2752   -0.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7095   -1.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4197   -0.6994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616   -0.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    0.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    0.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6635    2.0476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0106    0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380   -0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -1.7747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5433   -2.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9066   -0.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2283   -1.4665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6810   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720   -0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7614   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2234   -0.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    0.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    0.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447   -0.1880    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  5  8  1  0  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  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 10 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 17 30  1  0  0  0  0
 25 30  1  0  0  0  0
M  END

     RDKit          3D

 58 62  0  0  0  0  0  0  0  0999 V2000
    4.0415   -0.2143   -2.6989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -0.0751   -2.1604 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3956    0.2106   -0.8971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5582    0.3840   -0.0341 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988    0.6973    1.1818 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8751    0.2135   -0.4903 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9720    0.3907    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0300    0.4549   -0.3923 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0164    0.7675   -1.4744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9511   -0.3718   -1.6753 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1377   -1.5670   -1.6772 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3955   -1.8236   -0.4278 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7871   -2.9524   -0.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4447   -0.6057    0.4843 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1342   -1.0646    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3557   -0.2187    2.7228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916   -0.1830    0.7809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6443   -1.0170    1.8645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1232   -2.2717    1.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0550   -1.9516   -0.1964 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9417   -2.6211   -1.0653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7999   -0.5853   -0.4276 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9260    0.3023   -0.3919 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2721    0.0624   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4199    1.5071    0.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9870    2.7667    0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3779    3.8119    0.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229    3.5719    1.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6824    2.3123    1.5753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2605    1.2268    0.9272 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6039    0.7225   -2.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9385   -0.4160   -3.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5994   -1.0809   -2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8349   -0.2312   -2.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8145    0.8858   -0.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    1.0803    1.2199 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2935   -0.5586    0.8567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1285    1.4370    0.1679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5246    1.7352   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5392    0.9518   -2.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5117   -0.2338   -2.5890 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5623   -1.9597    2.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0931   -1.5687    1.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2839   -0.6381    3.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5800   -0.4446    2.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0548   -1.1507    2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1720   -2.5146    1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4377   -3.1142    1.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470   -2.3049   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6812   -3.7213   -1.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0144   -2.5862   -0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7475    1.0642   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2263   -0.4365   -1.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9023   -0.4638   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8972    2.9733   -0.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795    4.8268    0.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7118    4.3901    2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125    2.1999    2.1635 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  1
 15 16  1  0
 14 17  1  0
 17 18  1  1
 18 19  1  0
 19 20  1  0
 20 21  1  0
 22 20  1  1
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 14  8  1  0
 22 17  1  0
 30 25  1  0
 22 10  1  0
 30 17  1  0
  7 35  1  0
  7 36  1  0
  7 37  1  0
  2 34  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  8 38  1  1
  9 39  1  0
  9 40  1  0
 10 41  1  6
 15 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
 24 52  1  0
 24 53  1  0
 24 54  1  0
 26 55  1  0
 27 56  1  0
 28 57  1  0
 29 58  1  0
M  END


  Mrv1533004261505182D          

 30 34  0  0  0  0            999 V2000
    8.0382    2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8106    1.7353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0101    1.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371    2.1295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7772    0.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6101    0.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9166   -0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0381    0.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2752   -0.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7095   -1.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4197   -0.6994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2616   -0.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    0.5477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2353    0.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357    1.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6635    2.0476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6695   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0106    0.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7380   -0.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0624   -1.7747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5433   -2.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9066   -0.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2283   -1.4665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6810   -2.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5720   -0.9666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7614   -1.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2234   -0.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960    0.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067    0.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8447   -0.1880    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
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  4  0  0  0
  5  8  1  0  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  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  8 14  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 10 22  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 17 30  1  0  0  0  0
 25 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0198043

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C(=CC)C1CC2OC(=O)C1(CO)C13CCN(C)C21N(C)C1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C23H28N2O5/c1-5-14(19(27)29-4)16-12-18-23-22(10-11-24(23)2,21(16,13-26)20(28)30-18)15-8-6-7-9-17(15)25(23)3/h5-9,16,18,26H,10-13H2,1-4H3

> <INCHI_KEY>
RTZJWDMYRLLWLR-UHFFFAOYSA-N

> <FORMULA>
C23H28N2O5

> <MOLECULAR_WEIGHT>
412.486

> <EXACT_MASS>
412.19982201

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
42.68324711340779

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate

> <ALOGPS_LOGP>
2.51

> <JCHEM_LOGP>
2.5456928550000004

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.821695606094032

> <JCHEM_PKA_STRONGEST_BASIC>
6.329601099439938

> <JCHEM_POLAR_SURFACE_AREA>
79.30999999999999

> <JCHEM_REFRACTIVITY>
111.89040000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate

> <JCHEM_VEBER_RULE>
0

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HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0      15.005   4.719   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.580   3.239   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.085   2.867   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.016   3.975   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      12.651   1.353   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.206   1.129   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.778  -0.301   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.271   0.381   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.714  -1.094   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.658  -2.215   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      10.117  -1.305   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.822  -0.322   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       8.819   1.022   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.773   0.735   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.773   2.459   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.572   3.822   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.716  -0.386   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.487   0.224   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.978  -1.229   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       7.583  -3.313   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       6.614  -4.703   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.159  -1.861   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       7.893  -2.738   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0       8.738  -4.178   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -1.804   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.155  -2.090   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.150  -0.923   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.659   0.531   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.173   0.817   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.177  -0.351   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   22                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    8   15   17                                             
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   22   30                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   10   17   23                                             
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   17   25                                                  
MASTER        0    0    0    0    0    0    0    0   30    0   68    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2,.0,.0,]octadeca-2,4,6-trien-17-yl]but-2-enoic acid	Generator
Methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoic acid	Generator

Chemical Formula

C₂₃H₂₈N₂O₅

Average Mass

412.4860 Da

Monoisotopic Mass

412.19982 Da

IUPAC Name

methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate

Traditional Name

methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)C(=CC)C1CC2OC(=O)C1(CO)C13CCN(C)C21N(C)C1=CC=CC=C31

InChI Identifier

InChI=1S/C23H28N2O5/c1-5-14(19(27)29-4)16-12-18-23-22(10-11-24(23)2,21(16,13-26)20(28)30-18)15-8-6-7-9-17(15)25(23)3/h5-9,16,18,26H,10-13H2,1-4H3

InChI Key

RTZJWDMYRLLWLR-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
Hunteria umbellata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Carbazoles

Direct Parent

Carbazoles

Alternative Parents

Substituents

Carbazole
Pyrroloindole
Indole
Dialkylarylamine
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Fatty acyl
Benzenoid
N-alkylpyrrolidine
Oxane
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Pyrrolidine
Pyrrole
Carboxylic acid ester
Lactone
Oxacycle
Azacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Alcohol
Organooxygen compound
Primary alcohol
Carbonyl group
Organopnictogen compound
Organic oxide
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	2.51	ALOGPS
logP	2.55	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	14.82	ChemAxon
pKa (Strongest Basic)	6.33	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	79.31 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	111.89 m³·mol⁻¹	ChemAxon
Polarizability	42.68 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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate (NP0198043)

MOL for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

3D MOL for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

3D SDF for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

3D-SDF for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

PDB for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

3D PDB for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

SMILES for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

INCHI for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

Structure for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)

3D Structure for NP0198043 (methyl 2-[13-(hydroxymethyl)-8,16-dimethyl-12-oxo-11-oxa-8,16-diazapentacyclo[7.4.3.2¹⁰,¹³.0¹,⁹.0²,⁷]octadeca-2,4,6-trien-17-yl]but-2-enoate)