NP-MRD: Showing NP-Card for methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate (NP0277341)

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Record Information

Version

2.0

Created at

2022-09-09 01:56:22 UTC

Updated at

2022-09-09 01:56:22 UTC

NP-MRD ID

NP0277341

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate

Description

NSC381083 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 (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate is found in Hunteria zeylanica. NSC381083 is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261513042D          

 31 35  0  0  0  0            999 V2000
   -1.2283   -2.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2280   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4228   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -0.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892   -1.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -0.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -0.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5178   -1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166   -2.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395   -1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -2.6399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976   -3.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6864   -3.7328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2938   -4.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9502   -1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4927   -0.2620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    0.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6602   -0.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674   -1.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -0.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6021   -0.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4136   -0.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909   -1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565   -1.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3450   -1.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5390   -1.8835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0751   -2.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3246   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7885   -0.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -0.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3488   -1.4414    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  1  0  0  0  0
  6  7  1  0  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
 10 15  1  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
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
M  END

     RDKit          3D

 61 65  0  0  0  0  0  0  0  0999 V2000
   -2.9004   -3.1795   -0.5126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8941   -2.6770   -1.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0081   -1.7626   -0.9934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0472   -1.4010   -2.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9291   -0.4358   -1.7752 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5564    0.8191   -2.4677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7299    1.1078   -1.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2830    0.8677   -0.2235 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1720    2.1610    0.3173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4390    3.2592    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2582    4.3761    1.3188 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    4.4053    1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2687    3.3347    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444    2.2314    0.2195 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0197    1.0693   -0.3954 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3529    0.8587   -0.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9570    0.0618   -0.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3036   -0.9506    0.5892 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3500   -1.7661    0.0587 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008   -1.8811    0.6009 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6806   -2.7321    0.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8643   -1.2308    1.6380 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564   -1.8037    1.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -1.3689    0.3775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3001    0.1475    0.5822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2058    0.4277    2.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1666   -0.3104    2.7794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6620    0.5608    0.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8980    1.4436   -0.6355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7474   -0.0404    0.8276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0751    0.3565    0.4778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5266   -3.6905    0.3932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7463   -2.4993   -0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4360   -4.0363   -1.0457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8384   -3.0291   -2.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627   -1.1231   -3.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4775   -2.3609   -2.3252 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247    0.6344   -3.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3026    1.6072   -2.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4504    0.3939   -2.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916    2.1739   -1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4911    3.3062    0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2773    5.2239    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2174    5.2486    1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3416    3.3606    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1108    0.8506   -0.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3990   -0.0366   -1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6101    1.7111   -1.6488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7594   -0.4617    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2572   -3.5730   -0.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2050   -3.2008    0.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4041   -2.1310   -0.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -2.8387    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0425   -1.8439    2.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9424   -1.8635    0.9669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926    1.4746    2.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    0.1422    2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7991   -0.9057    3.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3860   -0.0759   -0.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0463    1.4688    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7904    0.1255    1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 25 28  1  6
 25 26  1  0
 26 27  1  0
 25 24  1  0
 24 23  1  0
 23 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 17  1  0
 17  5  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  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  8 25  1  0
 14  9  1  0
  3 24  1  0
  8 17  1  0
 17 15  1  6
 31 59  1  0
 31 60  1  0
 31 61  1  0
 26 56  1  0
 26 57  1  0
 27 58  1  0
 24 55  1  1
 23 53  1  0
 23 54  1  0
 18 49  1  1
 21 50  1  0
 21 51  1  0
 21 52  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 10 42  1  0
 11 43  1  0
 12 44  1  0
 13 45  1  0
 16 46  1  0
 16 47  1  0
 16 48  1  0
  4 36  1  0
  4 37  1  0
  2 35  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1533004261513042D          

 31 35  0  0  0  0            999 V2000
   -1.2283   -2.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2280   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4228   -1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1432   -0.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1892   -1.8912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -0.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -0.3632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5178   -1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1166   -2.3756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9395   -1.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -2.6399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976   -3.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6864   -3.7328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2938   -4.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9502   -1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4927   -0.2620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    0.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6602   -0.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1674   -1.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0678   -0.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6021   -0.3076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4136   -0.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6909   -1.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1565   -1.8616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3450   -1.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5390   -1.8835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0751   -2.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3246   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7885   -0.9783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6978   -0.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3488   -1.4414    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  1  0  0  0  0
  6  7  1  0  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
 10 15  1  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
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 16 28  1  0  0  0  0
 28 29  1  0  0  0  0
  8 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0277341

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1(CO)C2CC(OC(C)=O)C34N(CCC13C1=CC=CC=C1N4C)C\C2=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C24H30N2O5/c1-5-16-13-26-11-10-23-17-8-6-7-9-19(17)25(3)24(23,26)20(31-15(2)28)12-18(16)22(23,14-27)21(29)30-4/h5-9,18,20,27H,10-14H2,1-4H3/b16-5-

> <INCHI_KEY>
YKWZJLVAKWBWGX-BNCCVWRVSA-N

> <FORMULA>
C24H30N2O5

> <MOLECULAR_WEIGHT>
426.513

> <EXACT_MASS>
426.215472074

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
45.06989436345998

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (13E)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate

> <ALOGPS_LOGP>
2.42

> <JCHEM_LOGP>
2.1351271203333324

> <ALOGPS_LOGS>
-2.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.822525210979062

> <JCHEM_PKA_STRONGEST_BASIC>
6.37831893968764

> <JCHEM_POLAR_SURFACE_AREA>
79.31

> <JCHEM_REFRACTIVITY>
116.33030000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.92e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (13E)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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      -2.293  -4.912   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.292  -3.372   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.789  -2.504   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.267  -1.358   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.353  -3.530   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.619  -1.841   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.001  -0.678   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.967  -3.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.218  -4.434   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.754  -3.696   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.177  -4.928   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.542  -6.516   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.015  -6.968   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.415  -7.566   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.774  -1.930   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       0.920  -0.489   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.172   0.415   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.099  -0.821   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.179  -2.496   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.860  -1.748   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.857  -0.574   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.372  -0.851   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.890  -2.302   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.892  -3.475   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.377  -3.198   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       2.873  -3.516   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0       2.007  -5.101   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.606  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.472  -1.826   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.169  -1.498   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.384  -2.691   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   19                                             
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   29                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   10   16   19   26                                             
CONECT   16   15   17   28                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    5   15   20                                             
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20   26                                                  
CONECT   26   25   15   27                                                  
CONECT   27   26                                                            
CONECT   28   16   29                                                       
CONECT   29   28    8   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀N₂O₅

Average Mass

426.5130 Da

Monoisotopic Mass

426.21547 Da

IUPAC Name

methyl (13E)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate

Traditional Name

methyl (13E)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1(CO)C2CC(OC(C)=O)C34N(CCC13C1=CC=CC=C1N4C)C\C2=C\C

InChI Identifier

InChI=1S/C24H30N2O5/c1-5-16-13-26-11-10-23-17-8-6-7-9-19(17)25(3)24(23,26)20(31-15(2)28)12-18(16)22(23,14-27)21(29)30-4/h5-9,18,20,27H,10-14H2,1-4H3/b16-5-

InChI Key

YKWZJLVAKWBWGX-BNCCVWRVSA-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 zeylanica	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
Azepane
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Benzenoid
N-alkylpyrrolidine
Methyl ester
Pyrrolidine
Pyrrole
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Primary alcohol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen 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	2.42	ALOGPS
logP	2.14	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	14.82	ChemAxon
pKa (Strongest Basic)	6.38	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	5	ChemAxon
Refractivity	116.33 m³·mol⁻¹	ChemAxon
Polarizability	45.07 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

5943933

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate (NP0277341)

MOL for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

3D MOL for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

3D SDF for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

3D-SDF for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

PDB for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

3D PDB for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

SMILES for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

INCHI for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

Structure for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)

3D Structure for NP0277341 (methyl (13e)-10-(acetyloxy)-13-ethylidene-18-(hydroxymethyl)-8-methyl-8,15-diazapentacyclo[10.5.1.0¹,⁹.0²,⁷.0⁹,¹⁵]octadeca-2,4,6-triene-18-carboxylate)