NP-MRD: Showing NP-Card for lissoclibadin 14 (NP0038569)

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Record Information

Version

2.0

Created at

2021-06-20 21:13:31 UTC

Updated at

2021-06-30 00:11:25 UTC

NP-MRD ID

NP0038569

Secondary Accession Numbers

None

Natural Product Identification

Common Name

lissoclibadin 14

Provided By

JEOL Database JEOL Logo

Description

9-[2-(Dimethylamino)ethyl]-7-methoxy-1,2,3,4,5-benzopentathiepin-6-ol belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine. lissoclibadin 14 is found in Lissoclinum cf. badium. lissoclibadin 14 was first documented in 2009 (Wang, W., et al.). Based on a literature review very few articles have been published on 9-[2-(dimethylamino)ethyl]-7-methoxy-1,2,3,4,5-benzopentathiepin-6-ol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123133D          

 34 35  0  0  0  0            999 V2000
    3.0014    1.6483   -2.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3222    1.0429   -3.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -0.0288   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.6534   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -1.7505   -1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043   -2.3557   -0.0459 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4948   -1.6627    0.9018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0898   -0.3039    1.3201 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.9788   -0.3416    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    0.4172    1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.2166   -2.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.5961   -3.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7605   -0.5134   -3.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    0.1146   -5.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -2.1341   -5.2682 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -1.2316   -4.9812 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474   -2.6469   -3.9857 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899   -2.6488   -2.0822 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777   -3.6066   -2.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    0.9628   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    2.5186   -2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    2.0028   -1.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833   -0.3041   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -3.4232   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.3441    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -1.6098    0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -2.2956    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    0.6755    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.8066    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -0.8860    3.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.4363    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    0.5152    1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -0.0850    2.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.8261   -5.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  4  5  2  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
 13 14  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  2  0  0  0  0
 13  3  2  0  0  0  0
 12 15  1  0  0  0  0
  2  1  1  0  0  0  0
 11 19  1  0  0  0  0
 15 16  1  0  0  0  0
  5  6  1  0  0  0  0
 19 18  1  0  0  0  0
  3  4  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
  4 23  1  0  0  0  0
 14 34  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
M  END

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    3.0014    1.6483   -2.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3222    1.0429   -3.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -0.0288   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.6534   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -1.7505   -1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043   -2.3557   -0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948   -1.6627    0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -0.3039    1.3201 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.3416    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    0.4172    1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.2166   -2.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.5961   -3.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7605   -0.5134   -3.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    0.1146   -5.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -2.1341   -5.2682 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -1.2316   -4.9812 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474   -2.6469   -3.9857 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899   -2.6488   -2.0822 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777   -3.6066   -2.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    0.9628   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    2.5186   -2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    2.0028   -1.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833   -0.3041   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -3.4232   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.3441    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -1.6098    0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -2.2956    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    0.6755    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.8066    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -0.8860    3.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.4363    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    0.5152    1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -0.0850    2.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.8261   -5.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  4  5  2  0
  7  8  1  0
 12 13  1  0
  8  9  1  0
 13 14  1  0
  8 10  1  0
  5 11  1  0
  3  2  1  0
 11 12  2  0
 13  3  2  0
 12 15  1  0
  2  1  1  0
 11 19  1  0
 15 16  1  0
  5  6  1  0
 19 18  1  0
  3  4  1  0
 16 17  1  0
 18 17  1  0
  4 23  1  0
 14 34  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
M  END


  Mrv1652306202123133D          

 34 35  0  0  0  0            999 V2000
    3.0014    1.6483   -2.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3222    1.0429   -3.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -0.0288   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.6534   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -1.7505   -1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043   -2.3557   -0.0459 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4948   -1.6627    0.9018 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0898   -0.3039    1.3201 N   0  0  2  0  0  0  0  0  0  0  0  0
    0.9788   -0.3416    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    0.4172    1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.2166   -2.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.5961   -3.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7605   -0.5134   -3.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    0.1146   -5.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -2.1341   -5.2682 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -1.2316   -4.9812 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474   -2.6469   -3.9857 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899   -2.6488   -2.0822 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777   -3.6066   -2.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    0.9628   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    2.5186   -2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    2.0028   -1.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833   -0.3041   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -3.4232   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.3441    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -1.6098    0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -2.2956    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    0.6755    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.8066    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -0.8860    3.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.4363    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    0.5152    1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -0.0850    2.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.8261   -5.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  4  5  2  0  0  0  0
  7  8  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
 13 14  1  0  0  0  0
  8 10  1  0  0  0  0
  5 11  1  0  0  0  0
  3  2  1  0  0  0  0
 11 12  2  0  0  0  0
 13  3  2  0  0  0  0
 12 15  1  0  0  0  0
  2  1  1  0  0  0  0
 11 19  1  0  0  0  0
 15 16  1  0  0  0  0
  5  6  1  0  0  0  0
 19 18  1  0  0  0  0
  3  4  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
  4 23  1  0  0  0  0
 14 34  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  6 24  1  0  0  0  0
  6 25  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
  9 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038569

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C([H])=C(C2=C1SSSSS2)C([H])([H])C([H])([H])N(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H15NO2S5/c1-12(2)5-4-7-6-8(14-3)9(13)11-10(7)15-17-19-18-16-11/h6,13H,4-5H2,1-3H3

> <INCHI_KEY>
GDCGVOKHENOREK-UHFFFAOYSA-N

> <FORMULA>
C11H15NO2S5

> <MOLECULAR_WEIGHT>
353.55

> <EXACT_MASS>
352.970634597

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
34.513798807065896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-[2-(dimethylamino)ethyl]-7-methoxy-1,2,3,4,5-benzopentathiepin-6-ol

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
3.801412060547067

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.670471184298709

> <JCHEM_PKA_STRONGEST_BASIC>
8.75664918872035

> <JCHEM_POLAR_SURFACE_AREA>
32.7

> <JCHEM_REFRACTIVITY>
85.41139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-[2-(dimethylamino)ethyl]-7-methoxy-1,2,3,4,5-benzopentathiepin-6-ol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
    3.0014    1.6483   -2.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3222    1.0429   -3.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -0.0288   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.6534   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -1.7505   -1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043   -2.3557   -0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948   -1.6627    0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -0.3039    1.3201 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.3416    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    0.4172    1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.2166   -2.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.5961   -3.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7605   -0.5134   -3.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    0.1146   -5.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -2.1341   -5.2682 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -1.2316   -4.9812 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474   -2.6469   -3.9857 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899   -2.6488   -2.0822 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777   -3.6066   -2.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    0.9628   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    2.5186   -2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    2.0028   -1.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833   -0.3041   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -3.4232   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.3441    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -1.6098    0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -2.2956    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    0.6755    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.8066    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -0.8860    3.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.4363    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    0.5152    1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -0.0850    2.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.8261   -5.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  4  5  2  0
  7  8  1  0
 12 13  1  0
  8  9  1  0
 13 14  1  0
  8 10  1  0
  5 11  1  0
  3  2  1  0
 11 12  2  0
 13  3  2  0
 12 15  1  0
  2  1  1  0
 11 19  1  0
 15 16  1  0
  5  6  1  0
 19 18  1  0
  3  4  1  0
 16 17  1  0
 18 17  1  0
  4 23  1  0
 14 34  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.001   1.648  -2.066  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.322   1.043  -3.162  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.517  -0.029  -2.868  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.408  -0.653  -1.632  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.541  -1.751  -1.443  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.504  -2.356  -0.046  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.495  -1.663   0.902  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.090  -0.304   1.320  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.979  -0.342   2.322  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.245   0.417   1.864  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.252  -2.217  -2.528  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.127  -1.596  -3.799  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.761  -0.513  -3.940  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.906   0.115  -5.158  0.00  0.00           O+0
HETATM   15  S   UNK     0      -1.025  -2.134  -5.268  0.00  0.00           S+0
HETATM   16  S   UNK     0      -2.850  -1.232  -4.981  0.00  0.00           S+0
HETATM   17  S   UNK     0      -3.947  -2.647  -3.986  0.00  0.00           S+0
HETATM   18  S   UNK     0      -3.190  -2.649  -2.082  0.00  0.00           S+0
HETATM   19  S   UNK     0      -1.378  -3.607  -2.259  0.00  0.00           S+0
HETATM   20  H   UNK     0       3.738   0.963  -1.634  0.00  0.00           H+0
HETATM   21  H   UNK     0       3.543   2.519  -2.450  0.00  0.00           H+0
HETATM   22  H   UNK     0       2.295   2.003  -1.308  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.983  -0.304  -0.780  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.265  -3.423  -0.098  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.517  -2.344   0.376  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.463  -1.610   0.389  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.649  -2.296   1.786  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.264   0.676   2.614  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.885  -0.807   1.922  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.681  -0.886   3.225  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.963   1.436   2.151  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.029   0.515   1.105  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.670  -0.085   2.740  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.558   0.826  -5.007  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    3    1                                                       
CONECT    3    2   13    4                                                  
CONECT    4    5    3   23                                                  
CONECT    5    4   11    6                                                  
CONECT    6    7    5   24   25                                             
CONECT    7    6    8   26   27                                             
CONECT    8    7    9   10                                                  
CONECT    9    8   28   29   30                                             
CONECT   10    8   31   32   33                                             
CONECT   11    5   12   19                                                  
CONECT   12   13   11   15                                                  
CONECT   13   12   14    3                                                  
CONECT   14   13   34                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   19   17                                                       
CONECT   19   11   18                                                       
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    4                                                            
CONECT   24    6                                                            
CONECT   25    6                                                            
CONECT   26    7                                                            
CONECT   27    7                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   14                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

RDKit          3D

34 35  0  0  0  0  0  0  0  0999 V2000
    3.0014    1.6483   -2.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3222    1.0429   -3.1616 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -0.0288   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.6534   -1.6324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5406   -1.7505   -1.4427 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043   -2.3557   -0.0459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948   -1.6627    0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0898   -0.3039    1.3201 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.3416    2.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448    0.4172    1.8637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2518   -2.2166   -2.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1273   -1.5961   -3.7985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7605   -0.5134   -3.9398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060    0.1146   -5.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0254   -2.1341   -5.2682 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8500   -1.2316   -4.9812 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9474   -2.6469   -3.9857 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899   -2.6488   -2.0822 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777   -3.6066   -2.2591 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.7377    0.9628   -1.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425    2.5186   -2.4502 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2953    2.0028   -1.3081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9833   -0.3041   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2645   -3.4232   -0.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5170   -2.3441    0.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4627   -1.6098    0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6489   -2.2956    1.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2640    0.6755    2.6141 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -0.8066    1.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808   -0.8860    3.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.4363    2.1513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0294    0.5152    1.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -0.0850    2.7401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5583    0.8261   -5.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  4  5  2  0
  7  8  1  0
 12 13  1  0
  8  9  1  0
 13 14  1  0
  8 10  1  0
  5 11  1  0
  3  2  1  0
 11 12  2  0
 13  3  2  0
 12 15  1  0
  2  1  1  0
 11 19  1  0
 15 16  1  0
  5  6  1  0
 19 18  1  0
  3  4  1  0
 16 17  1  0
 18 17  1  0
  4 23  1  0
 14 34  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  9 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 10 33  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₁H₁₅NO₂S₅

Average Mass

353.5500 Da

Monoisotopic Mass

352.97063 Da

IUPAC Name

9-[2-(dimethylamino)ethyl]-7-methoxy-1,2,3,4,5-benzopentathiepin-6-ol

Traditional Name

9-[2-(dimethylamino)ethyl]-7-methoxy-1,2,3,4,5-benzopentathiepin-6-ol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C([H])=C(C2=C1SSSSS2)C([H])([H])C([H])([H])N(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C11H15NO2S5/c1-12(2)5-4-7-6-8(14-3)9(13)11-10(7)15-17-19-18-16-11/h6,13H,4-5H2,1-3H3

InChI Key

GDCGVOKHENOREK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lissoclinum cf. badium	JEOL database	Wang, W., et al, Tetrahedron 65, 9598 (2009)

Species Where Detected

Species Name	Source	Reference
Lissoclinum cf.badium	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenethylamines. Phenethylamines are compounds containing a phenethylamine moiety, which consists of a phenyl group substituted at the second position by an ethan-1-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Phenethylamines

Alternative Parents

Substituents

Phenethylamine
Anisole
Phenol ether
Alkyl aryl ether
Aralkylamine
Phenol
Tertiary aliphatic amine
Tertiary amine
Ether
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
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	2.57	ALOGPS
logP	3.8	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	8.76	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.7 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.41 m³·mol⁻¹	ChemAxon
Polarizability	34.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00048737

Chemspider ID

24691805

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44588489

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, W., et al. (2009). Wang, W., et al, Tetrahedron 65, 9598 (2009). Tetrahedron.

Showing NP-Card for lissoclibadin 14 (NP0038569)

MOL for NP0038569 (lissoclibadin 14)

3D MOL for NP0038569 (lissoclibadin 14)

3D SDF for NP0038569 (lissoclibadin 14)

3D-SDF for NP0038569 (lissoclibadin 14)

PDB for NP0038569 (lissoclibadin 14)

3D PDB for NP0038569 (lissoclibadin 14)

SMILES for NP0038569 (lissoclibadin 14)

INCHI for NP0038569 (lissoclibadin 14)

Structure for NP0038569 (lissoclibadin 14)

3D Structure for NP0038569 (lissoclibadin 14)