NP-MRD: Showing NP-Card for n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid (NP0153397)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 10:02:55 UTC

Updated at

2022-09-02 10:02:55 UTC

NP-MRD ID

NP0153397

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid

Description

N-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1H-pyrrole-2-amido}-1H-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group. N-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1H-pyrrole-2-amido}-1H-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004271512202D          

 39 40  0  0  0  0            999 V2000
    7.2506   -4.7545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9805   -3.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1704   -3.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004   -3.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0902   -2.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501   -3.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7400   -3.3513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1999   -3.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700   -4.7545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -3.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497   -4.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -4.2867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4995   -4.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -4.7545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695   -5.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5748   -6.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -7.2265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9986   -6.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0690   -6.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -7.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548   -7.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9525   -7.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774   -7.7203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760   -6.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498   -6.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -6.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3995   -6.2598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2243   -6.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6229   -5.5215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6505   -6.9502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4806   -8.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6912   -8.1732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953   -7.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976   -6.3666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1197   -5.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -6.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202   -4.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801   -4.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  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
  8  9  2  0  0  0  0
  8 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  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 23 32  2  0  0  0  0
 32 33  1  0  0  0  0
 21 33  1  0  0  0  0
 17 34  2  0  0  0  0
 34 35  1  0  0  0  0
 15 35  1  0  0  0  0
 11 36  1  0  0  0  0
 36 37  3  0  0  0  0
  6 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END

     RDKit          3D

 68 69  0  0  0  0  0  0  0  0999 V2000
   14.2422   -2.4536    0.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2636   -2.2271    0.3818 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2266   -2.1933    1.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3453   -2.5932    2.4521 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9828   -1.7718    0.5397 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7497   -2.2222    1.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5827   -1.5848    0.5164 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7912   -0.8171   -0.4375 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2704   -1.8344    0.9568 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1473   -1.1976    0.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1170   -0.5984   -0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595   -0.1082   -1.0879 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0916   -0.3786   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7178    0.0921    0.1385 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2140    0.6655   -0.8519 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9702   -0.0712    1.3211 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6519    0.4370    1.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1747    0.3196    2.5679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3209    0.9988    2.3330 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2956    1.5678    1.1222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2312    2.4168    0.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0461    2.7269   -0.7854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4243    2.9784    1.0213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2591    3.8327    0.2459 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9258    5.2707    0.5639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6555    6.3704    0.8012 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6977    3.6805    0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150    2.2753    0.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5565    1.3116    0.5204 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3989    2.1759   -0.6149 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1246    1.0250   -0.9962 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.3086    1.3340   -1.7853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6653    2.4585   -2.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1628    0.0590   -1.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8925   -1.1237   -2.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6942   -2.3402   -1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6594   -2.7657   -0.9211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7080   -3.7097   -1.5741 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0574    1.2096    0.5839 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8991   -1.0582    0.8716 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9199   -2.1104    3.2382 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9196   -3.4275    2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9839   -1.1649   -0.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6563   -3.3303    1.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7737   -1.9485    2.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0737   -2.4945    1.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9136   -0.5249   -1.6405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5691    0.3996   -1.9509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285   -0.5877    2.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0029   -0.2081    3.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1252    1.0731    2.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6250    2.7251    1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9397    3.7280   -0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2620    4.4320   -0.1790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9842    3.8517    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8269    3.1281   -0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3726    0.3808   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9337    0.5080   -2.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3590   -0.1507   -1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6973    0.6130   -2.6096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7116   -0.9229   -2.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3168   -3.1437   -2.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1102   -3.3966   -0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0433   -1.9978   -0.4871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2161   -3.1681   -2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2320   -4.5135   -1.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2555    1.5294   -0.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6099   -1.4356    1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
 38 37  1  0
 37 36  1  0
 36 35  2  0
 35 34  1  0
 34 31  1  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 24  1  0
 24 23  1  0
 23 21  1  0
 21 22  2  0
 21 20  1  0
 20 39  2  0
 39 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 14 13  1  0
 13 40  2  0
 40 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
 10 11  2  0
 11 12  1  0
 17 18  2  0
 18 19  1  0
 24 25  1  0
 25 26  3  0
 31 32  1  0
 32 33  2  0
 19 20  1  0
 12 13  1  0
 38 65  1  0
 38 66  1  0
 37 63  1  0
 37 64  1  0
 36 62  1  0
 35 61  1  0
 34 59  1  0
 34 60  1  0
 31 57  1  1
 30 56  1  0
 27 54  1  0
 27 55  1  0
 24 53  1  6
 23 52  1  0
 39 67  1  0
 16 49  1  0
 40 68  1  0
  9 46  1  0
  6 44  1  0
  6 45  1  0
  5 43  1  0
  4 41  1  0
  4 42  1  0
  2  1  1  0
 11 47  1  0
 12 48  1  0
 18 50  1  0
 19 51  1  0
 32 58  1  0
M  END


  Mrv1533004271512202D          

 39 40  0  0  0  0            999 V2000
    7.2506   -4.7545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9805   -3.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1704   -3.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9004   -3.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0902   -2.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5501   -3.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7400   -3.3513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1999   -3.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4700   -4.7545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -3.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8497   -4.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396   -4.2867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4995   -4.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -4.7545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7695   -5.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5748   -6.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2515   -7.2265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9986   -6.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0690   -6.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6753   -7.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4548   -7.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9525   -7.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7774   -7.7203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1760   -6.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7498   -6.2916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0009   -6.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3995   -6.2598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2243   -6.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6229   -5.5215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6505   -6.9502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4806   -8.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6912   -8.1732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953   -7.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2976   -6.3666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1197   -5.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3898   -6.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8202   -4.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2801   -4.9104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  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
  8  9  2  0  0  0  0
  8 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  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 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
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 23 32  2  0  0  0  0
 32 33  1  0  0  0  0
 21 33  1  0  0  0  0
 17 34  2  0  0  0  0
 34 35  1  0  0  0  0
 15 35  1  0  0  0  0
 11 36  1  0  0  0  0
 36 37  3  0  0  0  0
  6 38  1  0  0  0  0
 38 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0153397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCC=CCC(NC(=O)CC(NC(=O)C1=CC(NC(=O)C2=CC(NC(=O)CNC(N)=N)=CN2)=CN1)C#N)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H29N11O5/c24-4-2-1-3-13(12-35)31-19(36)7-14(8-25)33-21(38)18-6-16(10-29-18)34-22(39)17-5-15(9-28-17)32-20(37)11-30-23(26)27/h1-2,5-6,9-10,12-14,28-29H,3-4,7,11,24H2,(H,31,36)(H,32,37)(H,33,38)(H,34,39)(H4,26,27,30)

> <INCHI_KEY>
UNZNMERRZITKPA-UHFFFAOYSA-N

> <FORMULA>
C23H29N11O5

> <MOLECULAR_WEIGHT>
539.557

> <EXACT_MASS>
539.235313078

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
55.279833411238634

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[5-({2-[(6-amino-1-oxohex-4-en-2-yl)carbamoyl]-1-cyanoethyl}carbamoyl)-1H-pyrrol-3-yl]-4-(2-carbamimidamidoacetamido)-1H-pyrrole-2-carboxamide

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
-3.912692319472481

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
12.376919721440146

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.831028538352983

> <JCHEM_PKA_STRONGEST_BASIC>
11.096436222904728

> <JCHEM_POLAR_SURFACE_AREA>
276.76

> <JCHEM_REFRACTIVITY>
154.01649999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[5-({2-[(6-amino-1-oxohex-4-en-2-yl)carbamoyl]-1-cyanoethyl}carbamoyl)-1H-pyrrol-3-yl]-4-(2-carbamimidamidoacetamido)-1H-pyrrole-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-15         0                                  
HETATM    1  N   UNK     0      13.534  -8.875   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      13.030  -7.420   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.518  -7.129   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.014  -5.674   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.502  -5.383   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.494  -6.547   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.981  -6.256   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.973  -7.420   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.477  -8.875   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.461  -7.129   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.453  -8.293   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.941  -8.002   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       0.932  -9.166   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.580  -8.875   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.436 -10.621   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.910 -11.069   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.940 -12.608   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       4.203 -13.489   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       5.597 -12.836   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.729 -11.302   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.860 -13.717   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.316 -13.213   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.245 -14.441   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      10.784 -14.411   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      11.529 -13.063   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      10.733 -11.744   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      13.068 -13.033   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      13.812 -11.685   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      15.352 -11.655   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      16.096 -10.307   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      16.148 -12.974   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       8.364 -15.704   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       6.890 -15.257   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       1.485 -13.113   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       0.555 -11.884   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       3.957  -9.748   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0       4.461 -11.203   0.000  0.00  0.00           N+0
HETATM   38  C   UNK     0       8.998  -8.002   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       7.990  -9.166   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   38                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   36                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   35                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   34                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   33                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   23   33                                                       
CONECT   33   32   21                                                       
CONECT   34   17   35                                                       
CONECT   35   34   15                                                       
CONECT   36   11   37                                                       
CONECT   37   36                                                            
CONECT   38    6   39                                                       
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   80    0
END

View in JSmol

Synonyms

Value	Source
N-(6-Amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1H-pyrrole-2-amido}-1H-pyrrol-2-yl)formamido]-3-cyanopropanimidate	Generator

Chemical Formula

C₂₃H₂₉N₁₁O₅

Average Mass

539.5570 Da

Monoisotopic Mass

539.23531 Da

IUPAC Name

N-[5-({2-[(6-amino-1-oxohex-4-en-2-yl)carbamoyl]-1-cyanoethyl}carbamoyl)-1H-pyrrol-3-yl]-4-(2-carbamimidamidoacetamido)-1H-pyrrole-2-carboxamide

Traditional Name

N-[5-({2-[(6-amino-1-oxohex-4-en-2-yl)carbamoyl]-1-cyanoethyl}carbamoyl)-1H-pyrrol-3-yl]-4-(2-carbamimidamidoacetamido)-1H-pyrrole-2-carboxamide

CAS Registry Number

Not Available

SMILES

NCC=CCC(NC(=O)CC(NC(=O)C1=CC(NC(=O)C2=CC(NC(=O)CNC(N)=N)=CN2)=CN1)C#N)C=O

InChI Identifier

InChI=1S/C23H29N11O5/c24-4-2-1-3-13(12-35)31-19(36)7-14(8-25)33-21(38)18-6-16(10-29-18)34-22(39)17-5-15(9-28-17)32-20(37)11-30-23(26)27/h1-2,5-6,9-10,12-14,28-29H,3-4,7,11,24H2,(H,31,36)(H,32,37)(H,33,38)(H,34,39)(H4,26,27,30)

InChI Key

UNZNMERRZITKPA-UHFFFAOYSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

2-heteroaryl carboxamides

Alternative Parents

Substituents

2-heteroaryl carboxamide
Pyrrole-2-carboxamide
Pyrrole-2-carboxylic acid or derivatives
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Amino acid or derivatives
Guanidine
Secondary carboxylic acid amide
Carboximidic acid
Carboximidic acid derivative
Carbonitrile
Nitrile
Azacycle
Organoheterocyclic compound
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Primary amine
Cyanide
Organic oxide
Hydrocarbon derivative
Carbonyl group
Aldehyde
Amine
Organic oxygen compound
Imine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.11	ALOGPS
logP	-3.9	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	11.83	ChemAxon
pKa (Strongest Basic)	11.1	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	276.76 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	154.02 m³·mol⁻¹	ChemAxon
Polarizability	55.28 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85066353

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid (NP0153397)

MOL for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

3D MOL for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

3D SDF for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

3D-SDF for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

PDB for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

3D PDB for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

SMILES for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

INCHI for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

Structure for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)

3D Structure for NP0153397 (n-(6-amino-1-oxohex-4-en-2-yl)-3-[(4-{4-[(2-carbamimidamido-1-hydroxyethylidene)amino]-1h-pyrrole-2-amido}-1h-pyrrol-2-yl)formamido]-3-cyanopropanimidic acid)