NP-MRD: Showing NP-Card for discorhabdin E (NP0039022)

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Record Information

Version

2.0

Created at

2021-06-20 21:34:03 UTC

Updated at

2023-10-31 01:49:04 UTC

NP-MRD ID

NP0039022

Secondary Accession Numbers

None

Natural Product Identification

Common Name

discorhabdin E

Provided By

JEOL Database JEOL Logo

Description

discorhabdin E is found in Latrunculia cf. bocagei. discorhabdin E was first documented in 1994 (Copp, B. R., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123343D          

 38 42  0  0  0  0            999 V2000
   -2.7957   -4.1705   -2.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -2.9647   -1.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340   -2.0916   -2.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -0.7640   -2.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -0.0153   -1.4369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4765   -0.9681   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -2.3012   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5735   -3.3734    0.3825 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015    0.9188   -2.1222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0758    2.1775   -2.7125 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2838    2.8162   -1.6933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.1295   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612    0.7831   -0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    0.0278    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -1.2497    0.5183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.8191    1.4275 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7120   -0.9824    2.6809 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7617    0.4526    2.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683    1.5724    2.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    2.6596    2.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2322    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.8770    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    2.9751    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    4.1860   -0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -2.5924   -3.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.1795   -3.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0445   -0.5155    0.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    1.2364   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513    0.3836   -2.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    2.8614   -3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464    1.9367   -3.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    3.8196   -1.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.9788    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114   -2.8096    1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644   -1.3250    3.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0606   -1.1280    3.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.7069    3.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    3.6236    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
 22 21  2  0  0  0  0
 12 11  1  0  0  0  0
 13  5  1  0  0  0  0
  5  9  1  0  0  0  0
 10  9  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18 22  1  0  0  0  0
 10 11  1  0  0  0  0
 23 24  2  0  0  0  0
 14 22  1  0  0  0  0
 21 23  1  0  0  0  0
  5  4  1  6  0  0  0
 14 13  1  0  0  0  0
  4  3  2  0  0  0  0
 12 23  1  0  0  0  0
  5  6  1  0  0  0  0
 12 13  2  0  0  0  0
  3  2  1  0  0  0  0
 14 15  2  0  0  0  0
  7  2  1  0  0  0  0
  6  7  2  0  0  0  0
 18 17  1  0  0  0  0
  2  1  2  0  0  0  0
 17 16  1  0  0  0  0
  7  8  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 20 38  1  0  0  0  0
 19 37  1  0  0  0  0
  4 26  1  0  0  0  0
  3 25  1  0  0  0  0
  6 27  1  0  0  0  0
M  END

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -2.7957   -4.1705   -2.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -2.9647   -1.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340   -2.0916   -2.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -0.7640   -2.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -0.0153   -1.4369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4765   -0.9681   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -2.3012   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5735   -3.3734    0.3825 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015    0.9188   -2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0758    2.1775   -2.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838    2.8162   -1.6933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.1295   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612    0.7831   -0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    0.0278    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -1.2497    0.5183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.8191    1.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7120   -0.9824    2.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617    0.4526    2.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683    1.5724    2.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    2.6596    2.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2322    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.8770    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    2.9751    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    4.1860   -0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -2.5924   -3.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.1795   -3.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0445   -0.5155    0.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    1.2364   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513    0.3836   -2.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    2.8614   -3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464    1.9367   -3.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    3.8196   -1.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.9788    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114   -2.8096    1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644   -1.3250    3.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0606   -1.1280    3.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.7069    3.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    3.6236    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 22 21  2  0
 12 11  1  0
 13  5  1  0
  5  9  1  0
 10  9  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 22  1  0
 10 11  1  0
 23 24  2  0
 14 22  1  0
 21 23  1  0
  5  4  1  6
 14 13  1  0
  4  3  2  0
 12 23  1  0
  5  6  1  0
 12 13  2  0
  3  2  1  0
 14 15  2  0
  7  2  1  0
  6  7  2  0
 18 17  1  0
  2  1  2  0
 17 16  1  0
  7  8  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 17 35  1  0
 17 36  1  0
 16 33  1  0
 16 34  1  0
 20 38  1  0
 19 37  1  0
  4 26  1  0
  3 25  1  0
  6 27  1  0
M  END


  Mrv1652306202123343D          

 38 42  0  0  0  0            999 V2000
   -2.7957   -4.1705   -2.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -2.9647   -1.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340   -2.0916   -2.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -0.7640   -2.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -0.0153   -1.4369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4765   -0.9681   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -2.3012   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5735   -3.3734    0.3825 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015    0.9188   -2.1222 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0758    2.1775   -2.7125 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2838    2.8162   -1.6933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.1295   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612    0.7831   -0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    0.0278    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -1.2497    0.5183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.8191    1.4275 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7120   -0.9824    2.6809 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7617    0.4526    2.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683    1.5724    2.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    2.6596    2.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2322    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.8770    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    2.9751    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    4.1860   -0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -2.5924   -3.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.1795   -3.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0445   -0.5155    0.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    1.2364   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513    0.3836   -2.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    2.8614   -3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464    1.9367   -3.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    3.8196   -1.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.9788    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114   -2.8096    1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644   -1.3250    3.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0606   -1.1280    3.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.7069    3.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    3.6236    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
 22 21  2  0  0  0  0
 12 11  1  0  0  0  0
 13  5  1  0  0  0  0
  5  9  1  0  0  0  0
 10  9  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18 22  1  0  0  0  0
 10 11  1  0  0  0  0
 23 24  2  0  0  0  0
 14 22  1  0  0  0  0
 21 23  1  0  0  0  0
  5  4  1  6  0  0  0
 14 13  1  0  0  0  0
  4  3  2  0  0  0  0
 12 23  1  0  0  0  0
  5  6  1  0  0  0  0
 12 13  2  0  0  0  0
  3  2  1  0  0  0  0
 14 15  2  0  0  0  0
  7  2  1  0  0  0  0
  6  7  2  0  0  0  0
 18 17  1  0  0  0  0
  2  1  2  0  0  0  0
 17 16  1  0  0  0  0
  7  8  1  0  0  0  0
  9 28  1  0  0  0  0
  9 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 11 32  1  0  0  0  0
 17 35  1  0  0  0  0
 17 36  1  0  0  0  0
 16 33  1  0  0  0  0
 16 34  1  0  0  0  0
 20 38  1  0  0  0  0
 19 37  1  0  0  0  0
  4 26  1  0  0  0  0
  3 25  1  0  0  0  0
  6 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039022

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N1C([H])=C2C3=C1C(=O)C1=C(C3=NC([H])([H])C2([H])[H])[C@]2(C([H])=C([H])C(=O)C(Br)=C2[H])C([H])([H])C([H])([H])N1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H14BrN3O2/c19-10-7-18(3-1-11(10)23)4-6-21-16-13(18)14-12-9(2-5-20-14)8-22-15(12)17(16)24/h1,3,7-8,21-22H,2,4-6H2/t18-/m1/s1

> <INCHI_KEY>
JDWKHDMGELDYEC-GOSISDBHSA-N

> <FORMULA>
C18H14BrN3O2

> <MOLECULAR_WEIGHT>
384.233

> <EXACT_MASS>
383.02694

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
35.19500599191361

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-3-bromo-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaene-4,8'-dione

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
1.2408931733333328

> <ALOGPS_LOGS>
-3.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.725655530387872

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.292378039012362

> <JCHEM_PKA_STRONGEST_BASIC>
7.721812419834606

> <JCHEM_POLAR_SURFACE_AREA>
74.32

> <JCHEM_REFRACTIVITY>
98.1707

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S)-3-bromo-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaene-4,8'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -2.7957   -4.1705   -2.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -2.9647   -1.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340   -2.0916   -2.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -0.7640   -2.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -0.0153   -1.4369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4765   -0.9681   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -2.3012   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5735   -3.3734    0.3825 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015    0.9188   -2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0758    2.1775   -2.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838    2.8162   -1.6933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.1295   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612    0.7831   -0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    0.0278    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -1.2497    0.5183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.8191    1.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7120   -0.9824    2.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617    0.4526    2.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683    1.5724    2.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    2.6596    2.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2322    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.8770    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    2.9751    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    4.1860   -0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -2.5924   -3.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.1795   -3.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0445   -0.5155    0.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    1.2364   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513    0.3836   -2.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    2.8614   -3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464    1.9367   -3.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    3.8196   -1.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.9788    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114   -2.8096    1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644   -1.3250    3.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0606   -1.1280    3.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.7069    3.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    3.6236    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 22 21  2  0
 12 11  1  0
 13  5  1  0
  5  9  1  0
 10  9  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 22  1  0
 10 11  1  0
 23 24  2  0
 14 22  1  0
 21 23  1  0
  5  4  1  6
 14 13  1  0
  4  3  2  0
 12 23  1  0
  5  6  1  0
 12 13  2  0
  3  2  1  0
 14 15  2  0
  7  2  1  0
  6  7  2  0
 18 17  1  0
  2  1  2  0
 17 16  1  0
  7  8  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 17 35  1  0
 17 36  1  0
 16 33  1  0
 16 34  1  0
 20 38  1  0
 19 37  1  0
  4 26  1  0
  3 25  1  0
  6 27  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  O   UNK     0      -2.796  -4.170  -2.052  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.759  -2.965  -1.830  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.934  -2.092  -2.698  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.893  -0.764  -2.523  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.653  -0.015  -1.437  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.477  -0.968  -0.580  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.533  -2.301  -0.739  0.00  0.00           C+0
HETATM    8 Br   UNK     0      -4.574  -3.373   0.383  0.00  0.00          Br+0
HETATM    9  C   UNK     0      -3.701   0.919  -2.122  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.076   2.178  -2.712  0.00  0.00           C+0
HETATM   11  N   UNK     0      -2.284   2.816  -1.693  0.00  0.00           N+0
HETATM   12  C   UNK     0      -1.551   2.130  -0.738  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.661   0.783  -0.583  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.785   0.028   0.385  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.691  -1.250   0.518  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.350  -1.819   1.428  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.712  -0.982   2.681  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.762   0.453   2.322  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.368   1.572   2.848  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.976   2.660   2.086  0.00  0.00           N+0
HETATM   21  C   UNK     0       0.117   2.232   1.107  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.010   0.877   1.222  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.597   2.975   0.117  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.493   4.186  -0.056  0.00  0.00           O+0
HETATM   25  H   UNK     0      -1.368  -2.592  -3.475  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.260  -0.180  -3.187  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.045  -0.516   0.231  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.456   1.236  -1.386  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.251   0.384  -2.909  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.858   2.861  -3.058  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.446   1.937  -3.576  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.097   3.820  -1.750  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.253  -1.979   0.825  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.011  -2.810   1.752  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.664  -1.325   3.098  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.061  -1.128   3.446  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.026   1.707   3.697  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.247   3.624   2.240  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3    7    1                                                  
CONECT    3    4    2   25                                                  
CONECT    4    5    3   26                                                  
CONECT    5   13    9    4    6                                             
CONECT    6    5    7   27                                                  
CONECT    7    2    6    8                                                  
CONECT    8    7                                                            
CONECT    9    5   10   28   29                                             
CONECT   10    9   11   30   31                                             
CONECT   11   12   10   32                                                  
CONECT   12   11   23   13                                                  
CONECT   13    5   14   12                                                  
CONECT   14   22   13   15                                                  
CONECT   15   16   14                                                       
CONECT   16   15   17   33   34                                             
CONECT   17   18   16   35   36                                             
CONECT   18   19   22   17                                                  
CONECT   19   20   18   37                                                  
CONECT   20   21   19   38                                                  
CONECT   21   22   20   23                                                  
CONECT   22   21   18   14                                                  
CONECT   23   24   21   12                                                  
CONECT   24   23                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    6                                                            
CONECT   28    9                                                            
CONECT   29    9                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   16                                                            
CONECT   34   16                                                            
CONECT   35   17                                                            
CONECT   36   17                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

RDKit          3D

38 42  0  0  0  0  0  0  0  0999 V2000
   -2.7957   -4.1705   -2.0516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -2.9647   -1.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340   -2.0916   -2.6984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931   -0.7640   -2.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6529   -0.0153   -1.4369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4765   -0.9681   -0.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332   -2.3012   -0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5735   -3.3734    0.3825 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.7015    0.9188   -2.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0758    2.1775   -2.7125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2838    2.8162   -1.6933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5507    2.1295   -0.7383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612    0.7831   -0.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    0.0278    0.3854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -1.2497    0.5183 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -1.8191    1.4275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7120   -0.9824    2.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7617    0.4526    2.3223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683    1.5724    2.8480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9761    2.6596    2.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170    2.2322    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0104    0.8770    1.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5968    2.9751    0.1167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4929    4.1860   -0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3678   -2.5924   -3.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2600   -0.1795   -3.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0445   -0.5155    0.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4559    1.2364   -1.3863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2513    0.3836   -2.9085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8582    2.8614   -3.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464    1.9367   -3.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    3.8196   -1.7495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2533   -1.9788    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0114   -2.8096    1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6644   -1.3250    3.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0606   -1.1280    3.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263    1.7069    3.6966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2474    3.6236    2.2405 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 22 21  2  0
 12 11  1  0
 13  5  1  0
  5  9  1  0
 10  9  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 22  1  0
 10 11  1  0
 23 24  2  0
 14 22  1  0
 21 23  1  0
  5  4  1  6
 14 13  1  0
  4  3  2  0
 12 23  1  0
  5  6  1  0
 12 13  2  0
  3  2  1  0
 14 15  2  0
  7  2  1  0
  6  7  2  0
 18 17  1  0
  2  1  2  0
 17 16  1  0
  7  8  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 17 35  1  0
 17 36  1  0
 16 33  1  0
 16 34  1  0
 20 38  1  0
 19 37  1  0
  4 26  1  0
  3 25  1  0
  6 27  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₁₄BrN₃O₂

Average Mass

384.2330 Da

Monoisotopic Mass

383.02694 Da

IUPAC Name

(1S)-3-bromo-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaene-4,8'-dione

Traditional Name

(1S)-3-bromo-6',10',15'-triazaspiro[cyclohexane-1,3'-tetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadecane]-1'(15'),2,2'(7'),5,9'(16'),11'-hexaene-4,8'-dione

CAS Registry Number

Not Available

SMILES

[H]N1C([H])=C2C3=C1C(=O)C1=C(C3=NC([H])([H])C2([H])[H])[C@]2(C([H])=C([H])C(=O)C(Br)=C2[H])C([H])([H])C([H])([H])N1[H]

InChI Identifier

InChI=1S/C18H14BrN3O2/c19-10-7-18(3-1-11(10)23)4-6-21-16-13(18)14-12-9(2-5-20-14)8-22-15(12)17(16)24/h1,3,7-8,21-22H,2,4-6H2/t18-/m1/s1

InChI Key

JDWKHDMGELDYEC-GOSISDBHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Latrunculia cf. bocagei	JEOL database	Copp, B. R., et al, J. Org. Chem. 59, 8233 (1994)

Chemical Taxonomy

Classification

Not classified

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	2.58	ALOGPS
logP	1.24	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.29	ChemAxon
pKa (Strongest Basic)	7.72	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.32 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	98.17 m³·mol⁻¹	ChemAxon
Polarizability	35.2 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

Not Available

References

General References

Copp, B. R., et al. (1994). Copp, B. R., et al, J. Org. Chem. 59, 8233 (1994). J. Org. Chem..

Showing NP-Card for discorhabdin E (NP0039022)

MOL for NP0039022 (discorhabdin E)

3D MOL for NP0039022 (discorhabdin E)

3D SDF for NP0039022 (discorhabdin E)

3D-SDF for NP0039022 (discorhabdin E)

PDB for NP0039022 (discorhabdin E)

3D PDB for NP0039022 (discorhabdin E)

SMILES for NP0039022 (discorhabdin E)

INCHI for NP0039022 (discorhabdin E)

Structure for NP0039022 (discorhabdin E)

3D Structure for NP0039022 (discorhabdin E)