NP-MRD: Showing NP-Card for Pelianthinarubin A (NP0015294)

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Record Information

Version

2.0

Created at

2021-01-06 00:28:12 UTC

Updated at

2021-07-15 17:19:34 UTC

NP-MRD ID

NP0015294

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pelianthinarubin A

Provided By

NPAtlas

Description

[(1S)-1-carboxy-2-{1-[(3S,7R)-3-carboxy-9,10-dioxo-4,12-diazatetracyclo[6.5.2.0⁴,¹⁵.0¹¹,¹⁴]Pentadeca-1(13),8(15),11(14)-trien-7-yl]-1H-imidazol-4-yl}ethyl]trimethylazanium belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Pelianthinarubin A is found in Mycena pelianthina. Pelianthinarubin A was first documented in 2016 (PMID: 27002340). Based on a literature review very few articles have been published on [(1S)-1-carboxy-2-{1-[(3S,7R)-3-carboxy-9,10-dioxo-4,12-diazatetracyclo[6.5.2.0⁴,¹⁵.0¹¹,¹⁴]Pentadeca-1(13),8(15),11(14)-trien-7-yl]-1H-imidazol-4-yl}ethyl]trimethylazanium.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117183D          

 60 64  0  0  0  0            999 V2000
   -5.1919    0.5854   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0950    0.6043    0.0674 N   0  3  1  0  0  4  0  0  0  0  0  0
   -4.0182    1.5435    0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3704    1.2031    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -0.7017    0.5102 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4939   -1.0085    1.0770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3665   -0.8304    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.0023    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.7632   -0.6541 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -0.8153   -0.8419 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7060   -1.9732   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1949   -2.1693   -0.2710 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8887   -0.9181   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1621    0.3265   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    0.4017   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    1.7052   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    1.7764   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.8798    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    3.9976    0.3011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    2.7429    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    3.5393    0.6851 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5949    2.7437    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2715    1.4627    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.4735    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    0.1992    0.1781 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2701   -0.7877   -0.6834 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9969   -2.0669   -0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127   -3.1834   -0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3911   -2.0725   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1647   -0.4466   -1.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -0.4882   -1.1247 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -1.1791    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7199   -0.5070    2.0524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7749   -2.5355    1.9466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0879   -0.4562   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132    0.9477   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4279    1.2127   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    2.4406    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    1.2031    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.9645   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1689    0.5218    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801    2.0931   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    1.5759    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9787   -1.4287   -0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -0.5637    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.1206    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -1.2863    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.0213   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4638   -1.7809    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.9407   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.8843   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518   -2.6549    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.5501    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750    3.1178    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9676    0.4490   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3170   -0.2767    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -0.4507   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6730   -2.5388   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1952   -2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039   -3.2133    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  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
 27 29  1  0  0  0  0
  9 30  1  0  0  0  0
 30 31  2  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 31  7  1  0  0  0  0
 15 10  1  0  0  0  0
 24 20  2  0  0  0  0
 26 13  1  0  0  0  0
 24 14  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
  4 42  1  0  0  0  0
  4 43  1  0  0  0  0
  5 44  1  6  0  0  0
  6 45  1  0  0  0  0
  6 46  1  0  0  0  0
  8 47  1  0  0  0  0
 10 48  1  6  0  0  0
 11 49  1  0  0  0  0
 11 50  1  0  0  0  0
 12 51  1  0  0  0  0
 12 52  1  0  0  0  0
 21 53  1  0  0  0  0
 22 54  1  0  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 26 57  1  6  0  0  0
 29 58  1  0  0  0  0
 30 59  1  0  0  0  0
 34 60  1  0  0  0  0
M  CHG  1   2   1
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
   -5.1919    0.5854   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0950    0.6043    0.0674 N   0  0  1  0  0  4  0  0  0  0  0  0
   -4.0182    1.5435    0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3704    1.2031    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -0.7017    0.5102 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4939   -1.0085    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -0.8304    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.0023    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.7632   -0.6541 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -0.8153   -0.8419 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7060   -1.9732   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949   -2.1693   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8887   -0.9181   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1621    0.3265   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    0.4017   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    1.7052   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    1.7764   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.8798    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    3.9976    0.3011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    2.7429    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    3.5393    0.6851 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5949    2.7437    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2715    1.4627    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.4735    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    0.1992    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2701   -0.7877   -0.6834 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9969   -2.0669   -0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127   -3.1834   -0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3911   -2.0725   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1647   -0.4466   -1.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -0.4882   -1.1247 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -1.1791    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7199   -0.5070    2.0524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7749   -2.5355    1.9466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0879   -0.4562   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132    0.9477   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4279    1.2127   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    2.4406    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    1.2031    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.9645   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1689    0.5218    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801    2.0931   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    1.5759    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9787   -1.4287   -0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -0.5637    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.1206    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -1.2863    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.0213   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4638   -1.7809    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.9407   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.8843   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518   -2.6549    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.5501    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750    3.1178    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9676    0.4490   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3170   -0.2767    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -0.4507   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6730   -2.5388   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1952   -2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039   -3.2133    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
  9 30  1  0
 30 31  2  0
  5 32  1  0
 32 33  2  0
 32 34  1  0
 31  7  1  0
 15 10  1  0
 24 20  2  0
 26 13  1  0
 24 14  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
  4 42  1  0
  4 43  1  0
  5 44  1  6
  6 45  1  0
  6 46  1  0
  8 47  1  0
 10 48  1  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 21 53  1  0
 22 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  6
 29 58  1  0
 30 59  1  0
 34 60  1  0
M  CHG  1   2   1
M  END


  Mrv1652306242117183D          

 60 64  0  0  0  0            999 V2000
   -5.1919    0.5854   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0950    0.6043    0.0674 N   0  3  1  0  0  4  0  0  0  0  0  0
   -4.0182    1.5435    0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3704    1.2031    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -0.7017    0.5102 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4939   -1.0085    1.0770 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3665   -0.8304    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.0023    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.7632   -0.6541 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -0.8153   -0.8419 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7060   -1.9732   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1949   -2.1693   -0.2710 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8887   -0.9181   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1621    0.3265   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    0.4017   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    1.7052   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    1.7764   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.8798    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    3.9976    0.3011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    2.7429    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    3.5393    0.6851 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5949    2.7437    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2715    1.4627    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.4735    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    0.1992    0.1781 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2701   -0.7877   -0.6834 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9969   -2.0669   -0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127   -3.1834   -0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3911   -2.0725   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1647   -0.4466   -1.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -0.4882   -1.1247 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -1.1791    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7199   -0.5070    2.0524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7749   -2.5355    1.9466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0879   -0.4562   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132    0.9477   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4279    1.2127   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    2.4406    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    1.2031    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.9645   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1689    0.5218    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801    2.0931   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    1.5759    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9787   -1.4287   -0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -0.5637    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.1206    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -1.2863    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.0213   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4638   -1.7809    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.9407   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.8843   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518   -2.6549    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.5501    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750    3.1178    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9676    0.4490   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3170   -0.2767    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -0.4507   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6730   -2.5388   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1952   -2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039   -3.2133    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  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
 27 29  1  0  0  0  0
  9 30  1  0  0  0  0
 30 31  2  0  0  0  0
  5 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 31  7  1  0  0  0  0
 15 10  1  0  0  0  0
 24 20  2  0  0  0  0
 26 13  1  0  0  0  0
 24 14  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
  4 42  1  0  0  0  0
  4 43  1  0  0  0  0
  5 44  1  6  0  0  0
  6 45  1  0  0  0  0
  6 46  1  0  0  0  0
  8 47  1  0  0  0  0
 10 48  1  6  0  0  0
 11 49  1  0  0  0  0
 11 50  1  0  0  0  0
 12 51  1  0  0  0  0
 12 52  1  0  0  0  0
 21 53  1  0  0  0  0
 22 54  1  0  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 26 57  1  6  0  0  0
 29 58  1  0  0  0  0
 30 59  1  0  0  0  0
 34 60  1  0  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
NP0015294

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(C([H])([H])C1=C([H])N(C([H])=N1)[C@@]1([H])C2=C3N(C([H])([H])C1([H])[H])[C@]([H])(C(=O)O[H])C([H])([H])C1=C([H])N([H])C(=C31)C(=O)C2=O)[N+](C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H25N5O6/c1-28(2,3)15(23(33)34)7-12-9-26(10-25-12)13-4-5-27-14(22(31)32)6-11-8-24-18-16(11)19(27)17(13)20(29)21(18)30/h8-10,13-15H,4-7H2,1-3H3,(H2-,24,29,30,31,32,33,34)/p+1/t13-,14+,15+/m1/s1

> <INCHI_KEY>
CUYHMRHBVJBMGH-ILXRZTDVSA-O

> <FORMULA>
C23H26N5O6

> <MOLECULAR_WEIGHT>
468.489

> <EXACT_MASS>
468.187759997

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
46.80916074971896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S)-1-carboxy-2-{1-[(3S,7R)-3-carboxy-9,10-dioxo-4,12-diazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-1(13),8(15),11(14)-trien-7-yl]-1H-imidazol-4-yl}ethyl]trimethylazanium

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
-4.619864698175553

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.4693079736321977

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8916203547623187

> <JCHEM_PKA_STRONGEST_BASIC>
6.200757539229259

> <JCHEM_POLAR_SURFACE_AREA>
145.59

> <JCHEM_REFRACTIVITY>
132.36989999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1S)-1-carboxy-2-{1-[(3S,7R)-3-carboxy-9,10-dioxo-4,12-diazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-1(13),8(15),11(14)-trien-7-yl]imidazol-4-yl}ethyl]trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
   -5.1919    0.5854   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0950    0.6043    0.0674 N   0  0  1  0  0  4  0  0  0  0  0  0
   -4.0182    1.5435    0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3704    1.2031    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -0.7017    0.5102 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4939   -1.0085    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -0.8304    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.0023    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.7632   -0.6541 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -0.8153   -0.8419 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7060   -1.9732   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949   -2.1693   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8887   -0.9181   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1621    0.3265   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    0.4017   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    1.7052   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    1.7764   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.8798    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    3.9976    0.3011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    2.7429    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    3.5393    0.6851 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5949    2.7437    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2715    1.4627    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.4735    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    0.1992    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2701   -0.7877   -0.6834 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9969   -2.0669   -0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127   -3.1834   -0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3911   -2.0725   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1647   -0.4466   -1.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -0.4882   -1.1247 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -1.1791    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7199   -0.5070    2.0524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7749   -2.5355    1.9466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0879   -0.4562   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132    0.9477   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4279    1.2127   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    2.4406    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    1.2031    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.9645   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1689    0.5218    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801    2.0931   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    1.5759    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9787   -1.4287   -0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -0.5637    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.1206    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -1.2863    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.0213   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4638   -1.7809    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.9407   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.8843   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518   -2.6549    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.5501    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750    3.1178    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9676    0.4490   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3170   -0.2767    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -0.4507   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6730   -2.5388   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1952   -2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039   -3.2133    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
  9 30  1  0
 30 31  2  0
  5 32  1  0
 32 33  2  0
 32 34  1  0
 31  7  1  0
 15 10  1  0
 24 20  2  0
 26 13  1  0
 24 14  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
  4 42  1  0
  4 43  1  0
  5 44  1  6
  6 45  1  0
  6 46  1  0
  8 47  1  0
 10 48  1  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 21 53  1  0
 22 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  6
 29 58  1  0
 30 59  1  0
 34 60  1  0
M  CHG  1   2   1
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      -5.192   0.585  -1.412  0.00  0.00           C+0
HETATM    2  N   UNK     0      -5.095   0.604   0.067  0.00  0.00           N+1
HETATM    3  C   UNK     0      -4.018   1.544   0.359  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.370   1.203   0.470  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.861  -0.702   0.510  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.494  -1.008   1.077  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.366  -0.830   0.158  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.006  -1.002   0.445  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.281  -0.763  -0.654  0.00  0.00           N+0
HETATM   10  C   UNK     0       1.150  -0.815  -0.842  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.706  -1.973  -0.057  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.195  -2.169  -0.271  0.00  0.00           C+0
HETATM   13  N   UNK     0       3.889  -0.918  -0.405  0.00  0.00           N+0
HETATM   14  C   UNK     0       3.162   0.327  -0.251  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.855   0.402  -0.447  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.210   1.705  -0.256  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.024   1.776  -0.441  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.989   2.880   0.136  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.451   3.998   0.301  0.00  0.00           O+0
HETATM   20  C   UNK     0       3.439   2.743   0.340  0.00  0.00           C+0
HETATM   21  N   UNK     0       4.471   3.539   0.685  0.00  0.00           N+0
HETATM   22  C   UNK     0       5.595   2.744   0.686  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.271   1.463   0.345  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.920   1.474   0.131  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.033   0.199   0.178  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.270  -0.788  -0.683  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.997  -2.067  -0.619  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.513  -3.183  -0.350  0.00  0.00           O+0
HETATM   29  O   UNK     0       7.391  -2.072  -0.884  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.165  -0.447  -1.616  0.00  0.00           C+0
HETATM   31  N   UNK     0      -2.411  -0.488  -1.125  0.00  0.00           N+0
HETATM   32  C   UNK     0      -5.830  -1.179   1.518  0.00  0.00           C+0
HETATM   33  O   UNK     0      -6.720  -0.507   2.052  0.00  0.00           O+0
HETATM   34  O   UNK     0      -5.775  -2.535   1.947  0.00  0.00           O+0
HETATM   35  H   UNK     0      -5.088  -0.456  -1.729  0.00  0.00           H+0
HETATM   36  H   UNK     0      -6.213   0.948  -1.739  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.428   1.213  -1.882  0.00  0.00           H+0
HETATM   38  H   UNK     0      -4.519   2.441   0.839  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.299   1.203   1.096  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.560   1.964  -0.555  0.00  0.00           H+0
HETATM   41  H   UNK     0      -7.169   0.522   0.150  0.00  0.00           H+0
HETATM   42  H   UNK     0      -6.480   2.093  -0.259  0.00  0.00           H+0
HETATM   43  H   UNK     0      -6.394   1.576   1.487  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.979  -1.429  -0.356  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.336  -0.564   2.087  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.530  -2.121   1.298  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.611  -1.286   1.414  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.411  -1.021  -1.921  0.00  0.00           H+0
HETATM   49  H   UNK     0       1.464  -1.781   1.022  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.220  -2.941  -0.314  0.00  0.00           H+0
HETATM   51  H   UNK     0       3.369  -2.884  -1.094  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.552  -2.655   0.669  0.00  0.00           H+0
HETATM   53  H   UNK     0       4.380   4.550   0.899  0.00  0.00           H+0
HETATM   54  H   UNK     0       6.575   3.118   0.928  0.00  0.00           H+0
HETATM   55  H   UNK     0       6.968   0.449  -0.363  0.00  0.00           H+0
HETATM   56  H   UNK     0       6.317  -0.277   1.130  0.00  0.00           H+0
HETATM   57  H   UNK     0       5.351  -0.451  -1.761  0.00  0.00           H+0
HETATM   58  H   UNK     0       7.673  -2.539  -1.739  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.868  -0.195  -2.647  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.704  -3.213   1.193  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    1    3    4    5                                             
CONECT    3    2   38   39   40                                             
CONECT    4    2   41   42   43                                             
CONECT    5    2    6   32   44                                             
CONECT    6    5    7   45   46                                             
CONECT    7    6    8   31                                                  
CONECT    8    7    9   47                                                  
CONECT    9    8   10   30                                                  
CONECT   10    9   11   15   48                                             
CONECT   11   10   12   49   50                                             
CONECT   12   11   13   51   52                                             
CONECT   13   12   14   26                                                  
CONECT   14   13   15   24                                                  
CONECT   15   14   16   10                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   24                                                  
CONECT   21   20   22   53                                                  
CONECT   22   21   23   54                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   20   14                                                  
CONECT   25   23   26   55   56                                             
CONECT   26   25   27   13   57                                             
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   58                                                       
CONECT   30    9   31   59                                                  
CONECT   31   30    7                                                       
CONECT   32    5   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   60                                                       
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    3                                                            
CONECT   39    3                                                            
CONECT   40    3                                                            
CONECT   41    4                                                            
CONECT   42    4                                                            
CONECT   43    4                                                            
CONECT   44    5                                                            
CONECT   45    6                                                            
CONECT   46    6                                                            
CONECT   47    8                                                            
CONECT   48   10                                                            
CONECT   49   11                                                            
CONECT   50   11                                                            
CONECT   51   12                                                            
CONECT   52   12                                                            
CONECT   53   21                                                            
CONECT   54   22                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   26                                                            
CONECT   58   29                                                            
CONECT   59   30                                                            
CONECT   60   34                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  128    0
END

RDKit          3D

60 64  0  0  0  0  0  0  0  0999 V2000
   -5.1919    0.5854   -1.4119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0950    0.6043    0.0674 N   0  0  1  0  0  4  0  0  0  0  0  0
   -4.0182    1.5435    0.3591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3704    1.2031    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8614   -0.7017    0.5102 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4939   -1.0085    1.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3665   -0.8304    0.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0059   -1.0023    0.4445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -0.7632   -0.6541 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1501   -0.8153   -0.8419 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7060   -1.9732   -0.0574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1949   -2.1693   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8887   -0.9181   -0.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1621    0.3265   -0.2507 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8549    0.4017   -0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102    1.7052   -0.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0239    1.7764   -0.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9887    2.8798    0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4512    3.9976    0.3011 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4394    2.7429    0.3398 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4711    3.5393    0.6851 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5949    2.7437    0.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2715    1.4627    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9195    1.4735    0.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0329    0.1992    0.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2701   -0.7877   -0.6834 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9969   -2.0669   -0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127   -3.1834   -0.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3911   -2.0725   -0.8838 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1647   -0.4466   -1.6158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -0.4882   -1.1247 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -1.1791    1.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7199   -0.5070    2.0524 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7749   -2.5355    1.9466 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0879   -0.4562   -1.7290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2132    0.9477   -1.7389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4279    1.2127   -1.8818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5193    2.4406    0.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2986    1.2031    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    1.9645   -0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1689    0.5218    0.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4801    2.0931   -0.2589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3940    1.5759    1.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9787   -1.4287   -0.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3357   -0.5637    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5302   -2.1206    1.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -1.2863    1.4135 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.0213   -1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4638   -1.7809    1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.9407   -0.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3686   -2.8843   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5518   -2.6549    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803    4.5501    0.8985 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5750    3.1178    0.9281 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9676    0.4490   -0.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3170   -0.2767    1.1296 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3511   -0.4507   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6730   -2.5388   -1.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.1952   -2.6465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7039   -3.2133    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
  9 30  1  0
 30 31  2  0
  5 32  1  0
 32 33  2  0
 32 34  1  0
 31  7  1  0
 15 10  1  0
 24 20  2  0
 26 13  1  0
 24 14  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
  4 42  1  0
  4 43  1  0
  5 44  1  6
  6 45  1  0
  6 46  1  0
  8 47  1  0
 10 48  1  6
 11 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 21 53  1  0
 22 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  6
 29 58  1  0
 30 59  1  0
 34 60  1  0
M  CHG  1   2   1
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₂₃H₂₆N₅O₆

Average Mass

468.4890 Da

Monoisotopic Mass

468.18776 Da

IUPAC Name

[(1S)-1-carboxy-2-{1-[(3S,7R)-3-carboxy-9,10-dioxo-4,12-diazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-1(13),8(15),11(14)-trien-7-yl]-1H-imidazol-4-yl}ethyl]trimethylazanium

Traditional Name

[(1S)-1-carboxy-2-{1-[(3S,7R)-3-carboxy-9,10-dioxo-4,12-diazatetracyclo[6.5.2.0^{4,15}.0^{11,14}]pentadeca-1(13),8(15),11(14)-trien-7-yl]imidazol-4-yl}ethyl]trimethylazanium

CAS Registry Number

Not Available

SMILES

C[N+](C)(C)[C@@H](CC1=CN(C=N1)[C@@H]1CCN2[C@@H](CC3=CNC4=C3C2=C1C(=O)C4=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C23H25N5O6/c1-28(2,3)15(23(33)34)7-12-9-26(10-25-12)13-4-5-27-14(22(31)32)6-11-8-24-18-16(11)19(27)17(13)20(29)21(18)30/h8-10,13-15H,4-7H2,1-3H3,(H2-,24,29,30,31,32,33,34)/p+1/t13-,14+,15+/m1/s1

InChI Key

CUYHMRHBVJBMGH-ILXRZTDVSA-O

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
Mycena pelianthina	NPAtlas	27002340

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Histidine and derivatives

Alternative Parents

Substituents

Histidine or derivatives
Quinoline-2-carboxylic acid
Pyrroloquinoline
Pyrrolo[4,3,2-de]quinoline
L-alpha-amino acid
Alpha-amino acid
Indole or derivatives
Aryl ketone
Aralkylamine
Tetrahydropyridine
N-substituted imidazole
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Heteroaromatic compound
Vinylogous amide
Quaternary ammonium salt
Pyrrole
Imidazole
Azole
Amino acid
Tertiary aliphatic amine
Tertiary amine
Ketone
Azacycle
Organoheterocyclic compound
Enamine
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Organic cation
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	0.22	ALOGPS
logP	-4.6	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	1.89	ChemAxon
pKa (Strongest Basic)	6.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	145.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	132.37 m³·mol⁻¹	ChemAxon
Polarizability	46.81 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA021921

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78443803

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139589605

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Pulte A, Wagner S, Kogler H, Spiteller P: Pelianthinarubins A and B, Red Pyrroloquinoline Alkaloids from the Fruiting Bodies of the Mushroom Mycena pelianthina. J Nat Prod. 2016 Apr 22;79(4):873-8. doi: 10.1021/acs.jnatprod.5b00942. Epub 2016 Mar 22. [PubMed:27002340 ]

Showing NP-Card for Pelianthinarubin A (NP0015294)

MOL for NP0015294 (Pelianthinarubin A)

3D MOL for NP0015294 (Pelianthinarubin A)

3D SDF for NP0015294 (Pelianthinarubin A)

3D-SDF for NP0015294 (Pelianthinarubin A)

PDB for NP0015294 (Pelianthinarubin A)

3D PDB for NP0015294 (Pelianthinarubin A)

SMILES for NP0015294 (Pelianthinarubin A)

INCHI for NP0015294 (Pelianthinarubin A)

Structure for NP0015294 (Pelianthinarubin A)

3D Structure for NP0015294 (Pelianthinarubin A)