NP-MRD: Showing NP-Card for Diazepinomicin (NP0005488)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2020-12-09 02:43:02 UTC

Updated at

2021-07-15 16:52:09 UTC

NP-MRD ID

NP0005488

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Diazepinomicin

Provided By

NPAtlas

Description

Diazepinomicin belongs to the class of organic compounds known as dibenzodiazepines. Dibenzodiazepines are compounds containing a dibenzodiazepine moiety, which consists of two benzene connected by diazepine ring. Diazepinomicin is found in Micromonospora sp. It was first documented in 2004 (PMID: 15332871). Based on a literature review very few articles have been published on Diazepinomicin (PMID: 31134037) (PMID: 30110167) (PMID: 24376894) (PMID: 23170078) (PMID: 19199816) (PMID: 19028101).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118193D          

 68 70  0  0  0  0            999 V2000
   -6.7697   -0.2049    2.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771    0.1955    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    1.5217    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7117   -0.6093   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293   -0.2376   -1.7809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4309   -1.1442   -2.3992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1172   -1.1163   -1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9748   -1.5517   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070   -0.7249   -2.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -0.7072   -1.6262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2180    0.7244   -1.7050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1201    0.8744   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777    0.0909   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655    1.6779    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    2.0075    0.8549 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6559    1.4188    0.7316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    2.0243   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    2.9812   -0.8093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.7555   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    2.4962   -1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.3462   -1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7132    1.4741   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1893    0.7444   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063   -0.1550    0.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.8952    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000    0.0591    1.3429 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219   -0.3324    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463   -1.4522    2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6018   -2.0163    2.8291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864   -1.9875    3.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.4069    2.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -1.9518    3.3916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8502   -0.2880    2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868    0.2536    1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2986   -1.1970    2.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3988    0.5041    2.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7886   -0.2867    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6823    2.0913   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9750    1.4587   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7150    2.0423    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396   -1.5825   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1306    0.8374   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4091   -0.2589   -2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777   -2.2015   -2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2823   -0.8019   -3.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8619   -2.1229    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.7410    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510   -2.3386   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -0.4200   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -1.3535   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675   -0.9505   -0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385    1.4108   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.0232   -2.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285    0.7060   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -0.5704   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6779   -0.6363   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6860    2.2338    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    2.1739    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821    3.1271    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    3.1720   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2078    2.9520   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7506    1.3720   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9780   -0.2825    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150   -0.3187    1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.8351    3.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.8786    3.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -2.6626    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    0.1854    1.8300 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 16  1  0  0  0  0
 25 19  1  0  0  0  0
 34 27  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
  3 40  1  0  0  0  0
  4 41  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
  6 44  1  0  0  0  0
  6 45  1  0  0  0  0
  8 46  1  0  0  0  0
  8 47  1  0  0  0  0
  8 48  1  0  0  0  0
  9 49  1  0  0  0  0
 10 50  1  0  0  0  0
 10 51  1  0  0  0  0
 11 52  1  0  0  0  0
 11 53  1  0  0  0  0
 13 54  1  0  0  0  0
 13 55  1  0  0  0  0
 13 56  1  0  0  0  0
 14 57  1  0  0  0  0
 15 58  1  0  0  0  0
 15 59  1  0  0  0  0
 20 60  1  0  0  0  0
 21 61  1  0  0  0  0
 22 62  1  0  0  0  0
 24 63  1  0  0  0  0
 26 64  1  0  0  0  0
 29 65  1  0  0  0  0
 30 66  1  0  0  0  0
 32 67  1  0  0  0  0
 33 68  1  0  0  0  0
M  END

     RDKit          3D

 68 70  0  0  0  0  0  0  0  0999 V2000
   -6.7697   -0.2049    2.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771    0.1955    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    1.5217    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7117   -0.6093   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293   -0.2376   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4309   -1.1442   -2.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -1.1163   -1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9748   -1.5517   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070   -0.7249   -2.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -0.7072   -1.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2180    0.7244   -1.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1201    0.8744   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777    0.0909   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655    1.6779    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    2.0075    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6559    1.4188    0.7316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    2.0243   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    2.9812   -0.8093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.7555   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    2.4962   -1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.3462   -1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7132    1.4741   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1893    0.7444   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063   -0.1550    0.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.8952    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000    0.0591    1.3429 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219   -0.3324    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463   -1.4522    2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6018   -2.0163    2.8291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864   -1.9875    3.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.4069    2.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -1.9518    3.3916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8502   -0.2880    2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868    0.2536    1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2986   -1.1970    2.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3988    0.5041    2.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7886   -0.2867    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6823    2.0913   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9750    1.4587   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7150    2.0423    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396   -1.5825   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1306    0.8374   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4091   -0.2589   -2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777   -2.2015   -2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2823   -0.8019   -3.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8619   -2.1229    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.7410    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510   -2.3386   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -0.4200   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -1.3535   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675   -0.9505   -0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385    1.4108   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.0232   -2.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285    0.7060   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -0.5704   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6779   -0.6363   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6860    2.2338    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    2.1739    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821    3.1271    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    3.1720   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2078    2.9520   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7506    1.3720   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9780   -0.2825    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150   -0.3187    1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.8351    3.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.8786    3.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -2.6626    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    0.1854    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 16  1  0
 25 19  1  0
 34 27  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  8 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 13 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 24 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
 32 67  1  0
 33 68  1  0
M  END


  Mrv1652306242118193D          

 68 70  0  0  0  0            999 V2000
   -6.7697   -0.2049    2.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771    0.1955    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    1.5217    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7117   -0.6093   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293   -0.2376   -1.7809 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4309   -1.1442   -2.3992 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1172   -1.1163   -1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9748   -1.5517   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070   -0.7249   -2.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -0.7072   -1.6262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2180    0.7244   -1.7050 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1201    0.8744   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777    0.0909   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655    1.6779    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    2.0075    0.8549 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6559    1.4188    0.7316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    2.0243   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    2.9812   -0.8093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.7555   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    2.4962   -1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.3462   -1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7132    1.4741   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1893    0.7444   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063   -0.1550    0.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.8952    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000    0.0591    1.3429 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219   -0.3324    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463   -1.4522    2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6018   -2.0163    2.8291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864   -1.9875    3.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.4069    2.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -1.9518    3.3916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8502   -0.2880    2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868    0.2536    1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2986   -1.1970    2.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3988    0.5041    2.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7886   -0.2867    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6823    2.0913   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9750    1.4587   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7150    2.0423    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396   -1.5825   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1306    0.8374   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4091   -0.2589   -2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777   -2.2015   -2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2823   -0.8019   -3.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8619   -2.1229    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.7410    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510   -2.3386   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -0.4200   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -1.3535   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675   -0.9505   -0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385    1.4108   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.0232   -2.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285    0.7060   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -0.5704   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6779   -0.6363   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6860    2.2338    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    2.1739    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821    3.1271    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    3.1720   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2078    2.9520   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7506    1.3720   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9780   -0.2825    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150   -0.3187    1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.8351    3.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.8786    3.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -2.6626    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    0.1854    1.8300 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 16  1  0  0  0  0
 25 19  1  0  0  0  0
 34 27  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  3 38  1  0  0  0  0
  3 39  1  0  0  0  0
  3 40  1  0  0  0  0
  4 41  1  0  0  0  0
  5 42  1  0  0  0  0
  5 43  1  0  0  0  0
  6 44  1  0  0  0  0
  6 45  1  0  0  0  0
  8 46  1  0  0  0  0
  8 47  1  0  0  0  0
  8 48  1  0  0  0  0
  9 49  1  0  0  0  0
 10 50  1  0  0  0  0
 10 51  1  0  0  0  0
 11 52  1  0  0  0  0
 11 53  1  0  0  0  0
 13 54  1  0  0  0  0
 13 55  1  0  0  0  0
 13 56  1  0  0  0  0
 14 57  1  0  0  0  0
 15 58  1  0  0  0  0
 15 59  1  0  0  0  0
 20 60  1  0  0  0  0
 21 61  1  0  0  0  0
 22 62  1  0  0  0  0
 24 63  1  0  0  0  0
 26 64  1  0  0  0  0
 29 65  1  0  0  0  0
 30 66  1  0  0  0  0
 32 67  1  0  0  0  0
 33 68  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005488

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(O[H])=C2N([H])C3=C(O[H])C([H])=C([H])C([H])=C3C(=O)N(C2=C1[H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H34N2O4/c1-18(2)8-5-9-19(3)10-6-11-20(4)14-15-30-23-16-21(31)17-25(33)27(23)29-26-22(28(30)34)12-7-13-24(26)32/h7-8,10,12-14,16-17,29,31-33H,5-6,9,11,15H2,1-4H3/b19-10+,20-14+

> <INCHI_KEY>
SALVHVNECODMJP-GNUCVDFRSA-N

> <FORMULA>
C28H34N2O4

> <MOLECULAR_WEIGHT>
462.59

> <EXACT_MASS>
462.251857583

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
52.78961618221431

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,6,15-trihydroxy-9-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

> <ALOGPS_LOGP>
5.67

> <JCHEM_LOGP>
7.465855324333333

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.51721792388673

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.881813940460892

> <JCHEM_PKA_STRONGEST_BASIC>
0.7338203770002378

> <JCHEM_POLAR_SURFACE_AREA>
93.03000000000002

> <JCHEM_REFRACTIVITY>
139.80169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6,15-trihydroxy-9-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 68 70  0  0  0  0  0  0  0  0999 V2000
   -6.7697   -0.2049    2.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771    0.1955    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    1.5217    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7117   -0.6093   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293   -0.2376   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4309   -1.1442   -2.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -1.1163   -1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9748   -1.5517   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070   -0.7249   -2.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -0.7072   -1.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2180    0.7244   -1.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1201    0.8744   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777    0.0909   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655    1.6779    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    2.0075    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6559    1.4188    0.7316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    2.0243   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    2.9812   -0.8093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.7555   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    2.4962   -1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.3462   -1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7132    1.4741   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1893    0.7444   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063   -0.1550    0.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.8952    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000    0.0591    1.3429 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219   -0.3324    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463   -1.4522    2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6018   -2.0163    2.8291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864   -1.9875    3.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.4069    2.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -1.9518    3.3916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8502   -0.2880    2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868    0.2536    1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2986   -1.1970    2.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3988    0.5041    2.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7886   -0.2867    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6823    2.0913   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9750    1.4587   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7150    2.0423    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396   -1.5825   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1306    0.8374   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4091   -0.2589   -2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777   -2.2015   -2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2823   -0.8019   -3.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8619   -2.1229    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.7410    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510   -2.3386   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -0.4200   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -1.3535   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675   -0.9505   -0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385    1.4108   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.0232   -2.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285    0.7060   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -0.5704   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6779   -0.6363   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6860    2.2338    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    2.1739    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821    3.1271    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    3.1720   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2078    2.9520   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7506    1.3720   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9780   -0.2825    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150   -0.3187    1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.8351    3.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.8786    3.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -2.6626    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    0.1854    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 16  1  0
 25 19  1  0
 34 27  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  8 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 13 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 24 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
 32 67  1  0
 33 68  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      -6.770  -0.205   2.031  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.477   0.196   0.646  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.907   1.522   0.358  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.712  -0.609  -0.379  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.429  -0.238  -1.781  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.431  -1.144  -2.399  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.117  -1.116  -1.708  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.975  -1.552  -0.298  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.007  -0.725  -2.345  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.717  -0.707  -1.626  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.218   0.724  -1.705  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.120   0.874  -0.989  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.278   0.091  -1.478  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.266   1.678   0.013  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.385   2.007   0.855  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.656   1.419   0.732  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.614   2.024  -0.145  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.091   2.981  -0.809  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.011   1.756  -0.401  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.532   2.496  -1.458  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.867   2.346  -1.824  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.713   1.474  -1.166  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.189   0.744  -0.120  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.006  -0.155   0.581  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.854   0.895   0.244  0.00  0.00           C+0
HETATM   26  N   UNK     0       5.500   0.059   1.343  0.00  0.00           N+0
HETATM   27  C   UNK     0       4.222  -0.332   1.788  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.346  -1.452   2.581  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.602  -2.016   2.829  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.186  -1.988   3.116  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.966  -1.407   2.852  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.821  -1.952   3.392  0.00  0.00           O+0
HETATM   33  C   UNK     0       1.850  -0.288   2.058  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.987   0.254   1.522  0.00  0.00           C+0
HETATM   35  H   UNK     0      -7.299  -1.197   2.062  0.00  0.00           H+0
HETATM   36  H   UNK     0      -7.399   0.504   2.589  0.00  0.00           H+0
HETATM   37  H   UNK     0      -5.789  -0.287   2.583  0.00  0.00           H+0
HETATM   38  H   UNK     0      -6.682   2.091  -0.233  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.975   1.459  -0.255  0.00  0.00           H+0
HETATM   40  H   UNK     0      -5.715   2.042   1.316  0.00  0.00           H+0
HETATM   41  H   UNK     0      -7.140  -1.583  -0.178  0.00  0.00           H+0
HETATM   42  H   UNK     0      -6.131   0.837  -1.815  0.00  0.00           H+0
HETATM   43  H   UNK     0      -7.409  -0.259  -2.329  0.00  0.00           H+0
HETATM   44  H   UNK     0      -5.778  -2.201  -2.407  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.282  -0.802  -3.458  0.00  0.00           H+0
HETATM   46  H   UNK     0      -4.862  -2.123   0.049  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.744  -0.741   0.404  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.151  -2.339  -0.325  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.024  -0.420  -3.374  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.994  -1.353  -2.182  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.768  -0.951  -0.561  0.00  0.00           H+0
HETATM   52  H   UNK     0      -1.938   1.411  -1.254  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.040   1.023  -2.755  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.029   0.706  -2.021  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.872  -0.570  -2.321  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.678  -0.636  -0.773  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.686   2.234   0.281  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.081   2.174   1.943  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.582   3.127   0.614  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.865   3.172  -1.964  0.00  0.00           H+0
HETATM   61  H   UNK     0       7.208   2.952  -2.654  0.00  0.00           H+0
HETATM   62  H   UNK     0       8.751   1.372  -1.466  0.00  0.00           H+0
HETATM   63  H   UNK     0       8.978  -0.283   0.336  0.00  0.00           H+0
HETATM   64  H   UNK     0       6.315  -0.319   1.900  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.709  -2.835   3.407  0.00  0.00           H+0
HETATM   66  H   UNK     0       3.262  -2.879   3.750  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.255  -2.663   2.953  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.918   0.185   1.830  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   38   39   40                                             
CONECT    4    2    5   41                                                  
CONECT    5    4    6   42   43                                             
CONECT    6    5    7   44   45                                             
CONECT    7    6    8    9                                                  
CONECT    8    7   46   47   48                                             
CONECT    9    7   10   49                                                  
CONECT   10    9   11   50   51                                             
CONECT   11   10   12   52   53                                             
CONECT   12   11   13   14                                                  
CONECT   13   12   54   55   56                                             
CONECT   14   12   15   57                                                  
CONECT   15   14   16   58   59                                             
CONECT   16   15   17   34                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21   60                                                  
CONECT   21   20   22   61                                                  
CONECT   22   21   23   62                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   63                                                       
CONECT   25   23   26   19                                                  
CONECT   26   25   27   64                                                  
CONECT   27   26   28   34                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   65                                                       
CONECT   30   28   31   66                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   67                                                       
CONECT   33   31   34   68                                                  
CONECT   34   33   16   27                                                  
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    5                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45    6                                                            
CONECT   46    8                                                            
CONECT   47    8                                                            
CONECT   48    8                                                            
CONECT   49    9                                                            
CONECT   50   10                                                            
CONECT   51   10                                                            
CONECT   52   11                                                            
CONECT   53   11                                                            
CONECT   54   13                                                            
CONECT   55   13                                                            
CONECT   56   13                                                            
CONECT   57   14                                                            
CONECT   58   15                                                            
CONECT   59   15                                                            
CONECT   60   20                                                            
CONECT   61   21                                                            
CONECT   62   22                                                            
CONECT   63   24                                                            
CONECT   64   26                                                            
CONECT   65   29                                                            
CONECT   66   30                                                            
CONECT   67   32                                                            
CONECT   68   33                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

RDKit          3D

68 70  0  0  0  0  0  0  0  0999 V2000
   -6.7697   -0.2049    2.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4771    0.1955    0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    1.5217    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7117   -0.6093   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4293   -0.2376   -1.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4309   -1.1442   -2.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1172   -1.1163   -1.7078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9748   -1.5517   -0.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0070   -0.7249   -2.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7172   -0.7072   -1.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2180    0.7244   -1.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1201    0.8744   -0.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777    0.0909   -1.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655    1.6779    0.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3850    2.0075    0.8549 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6559    1.4188    0.7316 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6141    2.0243   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0908    2.9812   -0.8093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0108    1.7555   -0.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    2.4962   -1.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8671    2.3462   -1.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7132    1.4741   -1.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1893    0.7444   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0063   -0.1550    0.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542    0.8952    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5000    0.0591    1.3429 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219   -0.3324    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3463   -1.4522    2.5814 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6018   -2.0163    2.8291 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1864   -1.9875    3.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -1.4069    2.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   -1.9518    3.3916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8502   -0.2880    2.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9868    0.2536    1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2986   -1.1970    2.0619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3988    0.5041    2.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7886   -0.2867    2.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6823    2.0913   -0.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9750    1.4587   -0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7150    2.0423    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1396   -1.5825   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1306    0.8374   -1.8154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4091   -0.2589   -2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7777   -2.2015   -2.4070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2823   -0.8019   -3.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8619   -2.1229    0.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444   -0.7410    0.4040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510   -2.3386   -0.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -0.4200   -3.3745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9941   -1.3535   -2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7675   -0.9505   -0.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385    1.4108   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0397    1.0232   -2.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285    0.7060   -2.0205 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -0.5704   -2.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6779   -0.6363   -0.7734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6860    2.2338    0.2806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0812    2.1739    1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5821    3.1271    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8650    3.1720   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2078    2.9520   -2.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7506    1.3720   -1.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9780   -0.2825    0.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150   -0.3187    1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.8351    3.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2622   -2.8786    3.7504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2547   -2.6626    2.9528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9178    0.1854    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 31 33  1  0
 33 34  2  0
 34 16  1  0
 25 19  1  0
 34 27  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  8 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  0
 11 53  1  0
 13 54  1  0
 13 55  1  0
 13 56  1  0
 14 57  1  0
 15 58  1  0
 15 59  1  0
 20 60  1  0
 21 61  1  0
 22 62  1  0
 24 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
 32 67  1  0
 33 68  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
BU-4664l	ChEMBL
4,6,8-Trihydroxy-10-(3,7,11-trimethyldodeca-2,6,10-trienyl)-5,10-dihydrodibenzo(b,e)(1,4)diazepin-11-one	MeSH

Chemical Formula

C₂₈H₃₄N₂O₄

Average Mass

462.5900 Da

Monoisotopic Mass

462.25186 Da

IUPAC Name

4,6,15-trihydroxy-9-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

Traditional Name

4,6,15-trihydroxy-9-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-2,9-diazatricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,11,13-hexaen-10-one

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC\C(C)=C\CN1C2=CC(O)=CC(O)=C2NC2=C(C=CC=C2O)C1=O

InChI Identifier

InChI=1S/C28H34N2O4/c1-18(2)8-5-9-19(3)10-6-11-20(4)14-15-30-23-16-21(31)17-25(33)27(23)29-26-22(28(30)34)12-7-13-24(26)32/h7-8,10,12-14,16-17,29,31-33H,5-6,9,11,15H2,1-4H3/b19-10+,20-14+

InChI Key

SALVHVNECODMJP-GNUCVDFRSA-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	15332871

Species Where Detected

Species Name	Source	Reference
Micromonospora sp. M990-6	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzodiazepines. Dibenzodiazepines are compounds containing a dibenzodiazepine moiety, which consists of two benzene connected by diazepine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

Dibenzodiazepines

Direct Parent

Dibenzodiazepines

Alternative Parents

Substituents

Dibenzodiazepine
Sesquiterpenoid
Farsesane sesquiterpenoid
1,4-benzodiazepine
Para-diazepine
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Benzenoid
Primary aromatic amine
Vinylogous amide
Tertiary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Lactam
Carboxylic acid derivative
Azacycle
Secondary amine
Polyol
Amine
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.67	ALOGPS
logP	7.47	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	8.88	ChemAxon
pKa (Strongest Basic)	0.73	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	93.03 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	139.8 m³·mol⁻¹	ChemAxon
Polarizability	52.79 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA001837

HMDB ID

Not Available

DrugBank ID

DB12420

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00027976

Chemspider ID

8044671

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9868980

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Charan RD, Schlingmann G, Janso J, Bernan V, Feng X, Carter GT: Diazepinomicin, a new antimicrobial alkaloid from a marine Micromonospora sp. J Nat Prod. 2004 Aug;67(8):1431-3. doi: 10.1021/np040042r. [PubMed:15332871 ]
Gosse JT, Ghosh S, Sproule A, Overy D, Cheeptham N, Boddy CN: Whole Genome Sequencing and Metabolomic Study of Cave Streptomyces Isolates ICC1 and ICC4. Front Microbiol. 2019 May 10;10:1020. doi: 10.3389/fmicb.2019.01020. eCollection 2019. [PubMed:31134037 ]
Braesel J, Crnkovic CM, Kunstman KJ, Green SJ, Maienschein-Cline M, Orjala J, Murphy BT, Eustaquio AS: Complete Genome of Micromonospora sp. Strain B006 Reveals Biosynthetic Potential of a Lake Michigan Actinomycete. J Nat Prod. 2018 Sep 28;81(9):2057-2068. doi: 10.1021/acs.jnatprod.8b00394. Epub 2018 Aug 15. [PubMed:30110167 ]
Bonitz T, Zubeil F, Grond S, Heide L: Unusual N-prenylation in diazepinomicin biosynthesis: the farnesylation of a benzodiazepine substrate is catalyzed by a new member of the ABBA prenyltransferase superfamily. PLoS One. 2013 Dec 23;8(12):e85707. doi: 10.1371/journal.pone.0085707. eCollection 2013. [PubMed:24376894 ]
Abdelmohsen UR, Szesny M, Othman EM, Schirmeister T, Grond S, Stopper H, Hentschel U: Antioxidant and anti-protease activities of diazepinomicin from the sponge-associated Micromonospora strain RV115. Mar Drugs. 2012 Oct;10(10):2208-21. doi: 10.3390/md10102208. Epub 2012 Oct 8. [PubMed:23170078 ]
Ratnayake AS, Janso JE, Feng X, Schlingmann G, Goljer I, Carter GT: Evaluating indole-related derivatives as precursors in the directed biosynthesis of diazepinomicin analogues. J Nat Prod. 2009 Mar 27;72(3):496-9. doi: 10.1021/np800664u. [PubMed:19199816 ]
Feng X, Ratnayake AS, Charan RD, Janso JE, Bernan VS, Schlingmann G, He H, Tischler M, Koehn FE, Carter GT: Probing natural product biosynthetic pathways using Fourier transform ion cyclotron resonance mass spectrometry. Bioorg Med Chem. 2009 Mar 15;17(6):2154-61. doi: 10.1016/j.bmc.2008.10.073. Epub 2008 Nov 5. [PubMed:19028101 ]
McAlpine JB, Banskota AH, Charan RD, Schlingmann G, Zazopoulos E, Piraee M, Janso J, Bernan VS, Aouidate M, Farnet CM, Feng X, Zhao Z, Carter GT: Biosynthesis of diazepinomicin/ECO-4601, a Micromonospora secondary metabolite with a novel ring system. J Nat Prod. 2008 Sep;71(9):1585-90. doi: 10.1021/np800376n. Epub 2008 Aug 23. [PubMed:18722414 ]

Showing NP-Card for Diazepinomicin (NP0005488)

MOL for NP0005488 (Diazepinomicin)

3D MOL for NP0005488 (Diazepinomicin)

3D SDF for NP0005488 (Diazepinomicin)

3D-SDF for NP0005488 (Diazepinomicin)

PDB for NP0005488 (Diazepinomicin)

3D PDB for NP0005488 (Diazepinomicin)

SMILES for NP0005488 (Diazepinomicin)

INCHI for NP0005488 (Diazepinomicin)

Structure for NP0005488 (Diazepinomicin)

3D Structure for NP0005488 (Diazepinomicin)