NP-MRD: Showing NP-Card for Microansamycin H (NP0017612)

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Record Information

Version

2.0

Created at

2021-01-06 02:17:00 UTC

Updated at

2021-07-15 17:25:57 UTC

NP-MRD ID

NP0017612

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Microansamycin H

Provided By

NPAtlas

Description

Microansamycin H belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom). Microansamycin H is found in Micromonospora sp. Based on a literature review very few articles have been published on Microansamycin H.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104263D          

 45 46  0  0  0  0            999 V2000
   -4.2871    3.9367    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379    3.2921    0.5574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0012    1.8972    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0899    1.5120   -0.4762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    1.1009    0.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7113   -0.2191   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -0.9445   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -2.2443   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5801   -2.9356   -2.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -2.8229   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -2.1465   -0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4879   -0.8618   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.0310    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6330   -0.4672    0.9896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8091   -0.3492    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2813    0.7967   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    0.7536   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    2.0832   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    2.2474    0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    3.2331   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -1.8378    1.5567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2021   -1.8734    2.1809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832   -2.9689    0.6332 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9844   -2.9472   -0.6723 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2415    4.6350   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0588    3.1676    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6286    4.4323    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    3.2080    1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    3.8550   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    1.5502    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -0.5416   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -2.8796   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -3.8359   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461    0.2225    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -1.2641   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4501    1.6404   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3682    0.7450   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4545   -0.1989   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9892    3.6999    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1983   -1.9390    2.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1475    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467   -3.9011    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -3.1042    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549   -3.9858   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266   -2.5620   -1.4350 H   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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
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 18 20  1  0  0  0  0
 14 21  1  0  0  0  0
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 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 12  6  1  0  0  0  0
 24 11  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
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  2 29  1  0  0  0  0
  5 30  1  0  0  0  0
  7 31  1  0  0  0  0
  9 32  1  0  0  0  0
 10 33  1  0  0  0  0
 14 34  1  1  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  1  0  0  0
 22 41  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
 24 44  1  0  0  0  0
 24 45  1  0  0  0  0
M  END

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2871    3.9367    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379    3.2921    0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.8972    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0899    1.5120   -0.4762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    1.1009    0.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7113   -0.2191   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -0.9445   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -2.2443   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5801   -2.9356   -2.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -2.8229   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -2.1465   -0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4879   -0.8618   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.0310    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6330   -0.4672    0.9896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8091   -0.3492    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2813    0.7967   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    0.7536   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    2.0832   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    2.2474    0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    3.2331   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -1.8378    1.5567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2021   -1.8734    2.1809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832   -2.9689    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -2.9472   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2415    4.6350   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0588    3.1676    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6286    4.4323    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    3.2080    1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    3.8550   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    1.5502    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -0.5416   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -2.8796   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -3.8359   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461    0.2225    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -1.2641   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4501    1.6404   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3682    0.7450   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4545   -0.1989   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9892    3.6999    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1983   -1.9390    2.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1475    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467   -3.9011    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -3.1042    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549   -3.9858   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266   -2.5620   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  6  1  0
 24 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  5 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 14 34  1  1
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 17 36  1  0
 17 37  1  0
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 20 39  1  0
 21 40  1  1
 22 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
M  END


  Mrv1652306242104263D          

 45 46  0  0  0  0            999 V2000
   -4.2871    3.9367    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379    3.2921    0.5574 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0012    1.8972    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0899    1.5120   -0.4762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    1.1009    0.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7113   -0.2191   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -0.9445   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -2.2443   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5801   -2.9356   -2.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -2.8229   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -2.1465   -0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4879   -0.8618   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.0310    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6330   -0.4672    0.9896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8091   -0.3492    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2813    0.7967   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    0.7536   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    2.0832   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    2.2474    0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    3.2331   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -1.8378    1.5567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2021   -1.8734    2.1809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832   -2.9689    0.6332 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9844   -2.9472   -0.6723 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2415    4.6350   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0588    3.1676    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6286    4.4323    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    3.2080    1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    3.8550   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    1.5502    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -0.5416   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -2.8796   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -3.8359   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461    0.2225    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -1.2641   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4501    1.6404   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3682    0.7450   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4545   -0.1989   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9892    3.6999    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1983   -1.9390    2.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1475    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467   -3.9011    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -3.1042    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549   -3.9858   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266   -2.5620   -1.4350 H   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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
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 16 18  1  0  0  0  0
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 23 24  1  0  0  0  0
 12  6  1  0  0  0  0
 24 11  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  1 27  1  0  0  0  0
  2 28  1  0  0  0  0
  2 29  1  0  0  0  0
  5 30  1  0  0  0  0
  7 31  1  0  0  0  0
  9 32  1  0  0  0  0
 10 33  1  0  0  0  0
 14 34  1  1  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  1  0  0  0
 22 41  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
 24 44  1  0  0  0  0
 24 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0017612

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C(\[H])[C@@]1([H])OC2=C(C([H])=C(O[H])C([H])=C2N([H])C(=O)C([H])([H])C([H])([H])[H])C([H])([H])C([H])([H])[C@]1([H])O[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H21NO6/c1-3-15(21)18-12-8-11(19)7-10-4-5-13(20)14(24-16(10)12)6-9(2)17(22)23/h6-8,13-14,19-20H,3-5H2,1-2H3,(H,18,21)(H,22,23)/b9-6-/t13-,14+/m0/s1

> <INCHI_KEY>
KOLISZHOJXSQBZ-UONOGXRCSA-N

> <FORMULA>
C17H21NO6

> <MOLECULAR_WEIGHT>
335.356

> <EXACT_MASS>
335.1368874

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.70076331772576

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z)-3-[(2R,3S)-3,7-dihydroxy-9-propanamido-2,3,4,5-tetrahydro-1-benzoxepin-2-yl]-2-methylprop-2-enoic acid

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.917083431

> <ALOGPS_LOGS>
-2.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.750334205429676

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.82590572805276

> <JCHEM_PKA_STRONGEST_BASIC>
-3.187785709032621

> <JCHEM_POLAR_SURFACE_AREA>
116.09

> <JCHEM_REFRACTIVITY>
88.37069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-[(2R,3S)-3,7-dihydroxy-9-propanamido-2,3,4,5-tetrahydro-1-benzoxepin-2-yl]-2-methylprop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2871    3.9367    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379    3.2921    0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.8972    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0899    1.5120   -0.4762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    1.1009    0.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7113   -0.2191   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -0.9445   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -2.2443   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5801   -2.9356   -2.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -2.8229   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -2.1465   -0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4879   -0.8618   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.0310    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6330   -0.4672    0.9896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8091   -0.3492    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2813    0.7967   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    0.7536   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    2.0832   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    2.2474    0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    3.2331   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -1.8378    1.5567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2021   -1.8734    2.1809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832   -2.9689    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -2.9472   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2415    4.6350   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0588    3.1676    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6286    4.4323    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    3.2080    1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    3.8550   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    1.5502    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -0.5416   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -2.8796   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -3.8359   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461    0.2225    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -1.2641   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4501    1.6404   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3682    0.7450   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4545   -0.1989   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9892    3.6999    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1983   -1.9390    2.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1475    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467   -3.9011    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -3.1042    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549   -3.9858   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266   -2.5620   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  6  1  0
 24 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  5 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 14 34  1  1
 15 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 21 40  1  1
 22 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.287   3.937   0.400  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.938   3.292   0.557  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.001   1.897   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -4.090   1.512  -0.476  0.00  0.00           O+0
HETATM    5  N   UNK     0      -1.861   1.101   0.037  0.00  0.00           N+0
HETATM    6  C   UNK     0      -1.711  -0.219  -0.427  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.711  -0.945  -1.008  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.531  -2.244  -1.455  0.00  0.00           C+0
HETATM    9  O   UNK     0      -3.580  -2.936  -2.038  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.299  -2.823  -1.307  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.251  -2.147  -0.730  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.488  -0.862  -0.306  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.451  -0.031   0.297  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.633  -0.467   0.990  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.809  -0.349   0.116  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.281   0.797  -0.325  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.496   0.754  -1.214  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.703   2.083  -0.005  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.693   2.247   0.723  0.00  0.00           O+0
HETATM   20  O   UNK     0       3.277   3.233  -0.520  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.447  -1.838   1.557  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.202  -1.873   2.181  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.683  -2.969   0.633  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.984  -2.947  -0.672  0.00  0.00           C+0
HETATM   25  H   UNK     0      -4.242   4.635  -0.446  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.059   3.168   0.136  0.00  0.00           H+0
HETATM   27  H   UNK     0      -4.629   4.432   1.337  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.620   3.208   1.619  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.173   3.855  -0.005  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.990   1.550   0.473  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.698  -0.542  -1.150  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.723  -2.880  -3.054  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.126  -3.836  -1.645  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.746   0.223   1.871  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.300  -1.264  -0.170  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.450   1.640  -1.872  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.368   0.745  -0.545  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.455  -0.199  -1.787  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.989   3.700   0.038  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.198  -1.939   2.395  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.221  -1.147   2.868  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.347  -3.901   1.172  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.790  -3.104   0.539  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.755  -3.986  -1.056  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.727  -2.562  -1.435  0.00  0.00           H+0
CONECT    1    2   25   26   27                                             
CONECT    2    1    3   28   29                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   30                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   31                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   32                                                       
CONECT   10    8   11   33                                                  
CONECT   11   10   12   24                                                  
CONECT   12   11   13    6                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21   34                                             
CONECT   15   14   16   35                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   36   37   38                                             
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   39                                                       
CONECT   21   14   22   23   40                                             
CONECT   22   21   41                                                       
CONECT   23   21   24   42   43                                             
CONECT   24   23   11   44   45                                             
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    1                                                            
CONECT   28    2                                                            
CONECT   29    2                                                            
CONECT   30    5                                                            
CONECT   31    7                                                            
CONECT   32    9                                                            
CONECT   33   10                                                            
CONECT   34   14                                                            
CONECT   35   15                                                            
CONECT   36   17                                                            
CONECT   37   17                                                            
CONECT   38   17                                                            
CONECT   39   20                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
CONECT   42   23                                                            
CONECT   43   23                                                            
CONECT   44   24                                                            
CONECT   45   24                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   92    0
END

RDKit          3D

45 46  0  0  0  0  0  0  0  0999 V2000
   -4.2871    3.9367    0.3999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9379    3.2921    0.5574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0012    1.8972    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0899    1.5120   -0.4762 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8614    1.1009    0.0368 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7113   -0.2191   -0.4270 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -0.9445   -1.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5306   -2.2443   -1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5801   -2.9356   -2.0375 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2989   -2.8229   -1.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2506   -2.1465   -0.7302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4879   -0.8618   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4509   -0.0310    0.2973 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6330   -0.4672    0.9896 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8091   -0.3492    0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2813    0.7967   -0.3246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4962    0.7536   -1.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7026    2.0832   -0.0048 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6932    2.2474    0.7227 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769    3.2331   -0.5202 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4470   -1.8378    1.5567 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2021   -1.8734    2.1809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6832   -2.9689    0.6332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9844   -2.9472   -0.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2415    4.6350   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0588    3.1676    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6286    4.4323    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6196    3.2080    1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729    3.8550   -0.0053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9896    1.5502    0.4727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6979   -0.5416   -1.1500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7232   -2.8796   -3.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1263   -3.8359   -1.6454 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7461    0.2225    1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -1.2641   -0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4501    1.6404   -1.8717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3682    0.7450   -0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4545   -0.1989   -1.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9892    3.6999    0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1983   -1.9390    2.3947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2214   -1.1475    2.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3467   -3.9011    1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7904   -3.1042    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7549   -3.9858   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7266   -2.5620   -1.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 14 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  6  1  0
 24 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  5 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 14 34  1  1
 15 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 20 39  1  0
 21 40  1  1
 22 41  1  0
 23 42  1  0
 23 43  1  0
 24 44  1  0
 24 45  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3-[(2R,3S)-3,7-Dihydroxy-9-[(1-hydroxypropylidene)amino]-2,3,4,5-tetrahydro-1-benzoxepin-2-yl]-2-methylprop-2-enoate	Generator

Chemical Formula

C₁₇H₂₁NO₆

Average Mass

335.3560 Da

Monoisotopic Mass

335.13689 Da

IUPAC Name

(2Z)-3-[(2R,3S)-3,7-dihydroxy-9-propanamido-2,3,4,5-tetrahydro-1-benzoxepin-2-yl]-2-methylprop-2-enoic acid

Traditional Name

(2Z)-3-[(2R,3S)-3,7-dihydroxy-9-propanamido-2,3,4,5-tetrahydro-1-benzoxepin-2-yl]-2-methylprop-2-enoic acid

CAS Registry Number

Not Available

SMILES

CCC(=O)NC1=C2O[C@H](C=C(C)C(O)=O)[C@@H](O)CCC2=CC(O)=C1

InChI Identifier

InChI=1S/C17H21NO6/c1-3-15(21)18-12-8-11(19)7-10-4-5-13(20)14(24-16(10)12)6-9(2)17(22)23/h6-8,13-14,19-20H,3-5H2,1-2H3,(H,18,21)(H,22,23)/t13-,14+/m0/s1

InChI Key

KOLISZHOJXSQBZ-UONOGXRCSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Micromonospora sp.	NPAtlas	29412682

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxepines. These are organic compounds containing a benzene ring fused to an oxepine ring (an unsaturated seven-membered heterocycle with one oxygen atom replacing a carbon atom).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxepines

Sub Class

Not Available

Direct Parent

Benzoxepines

Alternative Parents

Substituents

Benzoxepine
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Secondary alcohol
Oxacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	1.33	ALOGPS
logP	1.92	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.09 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	88.37 m³·mol⁻¹	ChemAxon
Polarizability	34.7 Å³	ChemAxon
Number of Rings	2	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

NPAtlas ID

NPA023916

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78439354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591131

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Microansamycin H (NP0017612)

MOL for NP0017612 (Microansamycin H)

3D MOL for NP0017612 (Microansamycin H)

3D SDF for NP0017612 (Microansamycin H)

3D-SDF for NP0017612 (Microansamycin H)

PDB for NP0017612 (Microansamycin H)

3D PDB for NP0017612 (Microansamycin H)

SMILES for NP0017612 (Microansamycin H)

INCHI for NP0017612 (Microansamycin H)

Structure for NP0017612 (Microansamycin H)

3D Structure for NP0017612 (Microansamycin H)