NP-MRD: Showing NP-Card for 8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium (NP0299151)

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Record Information

Version

2.0

Created at

2022-09-10 10:48:55 UTC

Updated at

2022-09-10 10:48:55 UTC

NP-MRD ID

NP0299151

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium

Description

8-Carboxy-3-(1-{[hydroxy({2-[3-(oxido-C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5H,6H,7H,8H-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium is found in Actinomadura atramentaria. 8-Carboxy-3-(1-{[hydroxy({2-[3-(oxido-C-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5H,6H,7H,8H-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium is a strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251523442D          

 39 41  0  0  0  0            999 V2000
    6.1278   -2.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6679   -2.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4781   -2.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0181   -1.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8283   -1.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3684   -1.2269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1785   -1.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4485   -2.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9085   -2.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2587   -2.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7988   -1.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0983   -0.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6384    0.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2882   -0.2915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7481   -0.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9380   -0.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6679    0.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2080    0.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0181    0.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5582    1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3684    0.9558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2882    1.8913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8283    2.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6384    2.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9085    1.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1785    2.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9886    2.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5582    3.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7688    3.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7529    4.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5325    4.6291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8534    5.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6721    5.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1698    4.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8488    4.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0302    3.9712    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    8.3557    6.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5370    5.9450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6766    6.8071    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  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
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 28 36  2  0  0  0  0
 31 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  CHG  2  36   1  39  -1
M  END

     RDKit          3D

 83 85  0  0  0  0  0  0  0  0999 V2000
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   -3.0879   -0.0968   -0.6285 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.8787   -1.1799   -1.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5839   -2.3954   -3.1062 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2581   -1.5244   -2.2776 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2913   -4.0273    0.1613 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8638   -0.6541   -3.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0694   -1.5196   -3.2403 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2183   -0.8593   -2.4897 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4318   -1.6233   -2.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8706   -2.4374   -1.9032 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1710   -1.4850   -3.9320 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.1905    1.6038    1.5512 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6276    1.9439    1.9927 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8424    2.5671    0.4858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038    4.0210    1.0238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7688    4.9661    1.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1966    4.9874    2.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7307    4.1103    2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4309    3.2865    1.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1443    2.8652    2.9303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0765    1.7450    2.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5353    1.0902    1.4176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4890    3.1369    0.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9134    2.6596   -0.5258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4993    0.9584    0.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8452    1.4649   -1.3149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6266   -0.4065    0.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7717    0.4324   -2.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9570    0.8258   -1.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1839   -0.4050   -3.4016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4260   -3.0699   -2.3964 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8614   -3.1859   -1.6674 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7687   -3.8863    0.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6457   -4.8494    2.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0920   -4.8174    1.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0599   -2.8536    3.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9535   -1.3058   -3.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3175   -1.6690   -4.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8807   -2.4914   -2.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5953    1.7783    2.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6298    2.8632    2.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9592    1.1202    2.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7833    2.4225    0.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3513    4.1159    1.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
  6 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
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 20 22  1  0
 22 23  1  0
 23 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  1  0
 23 24  1  0
 24 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 27  1  0
 27 26  1  0
 26 25  2  0
 32 33  1  0
 33 35  1  0
 33 34  2  0
 19 14  1  0
 25 24  1  0
 27 28  1  0
  1 40  1  0
  1 41  1  0
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  2 43  1  0
  2 44  1  0
  3 45  1  0
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  4 47  1  0
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  5 49  1  0
  5 50  1  0
  6 51  1  1
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 10 54  1  0
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 15 56  1  0
 16 57  1  0
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 18 61  1  0
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 22 64  1  0
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 36 75  1  1
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 29 68  1  0
 29 69  1  0
 30 70  1  0
 30 71  1  0
 31 72  1  0
 31 73  1  0
 32 74  1  6
 26 67  1  0
 25 66  1  0
M  CHG  2  28   1  35  -1
M  END


  Mrv1533004251523442D          

 39 41  0  0  0  0            999 V2000
    6.1278   -2.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6679   -2.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.4485   -2.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9085   -2.7860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2587   -2.3183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7988   -1.6947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7481   -0.9151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9380   -0.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.2080    0.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0181    0.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5582    1.1117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3684    0.9558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2882    1.8913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8283    2.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6384    2.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9085    1.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1785    2.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9886    2.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5582    3.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7688    3.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7529    4.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5325    4.6291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8534    5.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6721    5.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1698    4.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8488    4.0732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0302    3.9712    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    8.3557    6.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5370    5.9450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6766    6.8071    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  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
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  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  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  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
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 28 36  2  0  0  0  0
 31 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
M  CHG  2  36   1  39  -1
M  END
> <DATABASE_ID>
NP0299151

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(CC(=O)NO)C(=O)N1NCCCC1C(=O)NC(C(C)CC)C1=[N+]2CCCC(N2C=C1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H44N6O6/c1-4-6-7-10-19(17-23(34)30-39)26(36)33-21(11-8-14-28-33)25(35)29-24(18(3)5-2)20-13-16-32-22(27(37)38)12-9-15-31(20)32/h13,16,18-19,21-22,24,28H,4-12,14-15,17H2,1-3H3,(H3-,29,30,34,35,37,38,39)

> <INCHI_KEY>
XRVWEWLMRRABGU-UHFFFAOYSA-N

> <FORMULA>
C27H44N6O6

> <MOLECULAR_WEIGHT>
548.685

> <EXACT_MASS>
548.332233161

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
58.75242436460054

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[1-({2-[3-(hydroxycarbamoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl}formamido)-2-methylbutyl]-5H,6H,7H,8H-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium-8-carboxylate

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
-1.5628565446574216

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.899183558459683

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.269101107445483

> <JCHEM_PKA_STRONGEST_BASIC>
4.157975602841114

> <JCHEM_POLAR_SURFACE_AREA>
159.71

> <JCHEM_REFRACTIVITY>
186.80440000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[1-({2-[3-(hydroxycarbamoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl}formamido)-2-methylbutyl]-5H,6H,7H,8H-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium-8-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      11.439  -5.201   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.447  -4.036   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.959  -4.327   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.967  -3.163   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.479  -3.454   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.488  -2.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.000  -2.581   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.504  -4.036   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      18.496  -5.201   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      21.016  -4.327   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      22.024  -3.163   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.984  -0.835   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.992   0.329   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0      15.471  -0.544   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      14.463  -1.708   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      12.951  -1.417   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.447   0.038   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.455   1.202   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.967   0.911   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.975   2.075   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      17.488   1.784   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      15.471   3.530   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      16.479   4.695   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.992   4.403   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      18.496   2.948   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.000   5.568   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      20.512   5.277   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.975   6.150   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.502   6.597   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.472   8.137   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      15.927   8.641   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      16.526  10.060   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      18.055  10.250   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.984   9.022   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      18.384   7.603   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0      16.856   7.413   0.000  0.00  0.00           N+1
HETATM   37  C   UNK     0      15.597  11.288   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      14.069  11.097   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      16.196  12.707   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    6   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   23   29   36                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   28   31                                                  
CONECT   37   32   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₄N₆O₆

Average Mass

548.6850 Da

Monoisotopic Mass

548.33223 Da

IUPAC Name

3-[1-({2-[3-(hydroxycarbamoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl}formamido)-2-methylbutyl]-5H,6H,7H,8H-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium-8-carboxylate

Traditional Name

3-[1-({2-[3-(hydroxycarbamoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl}formamido)-2-methylbutyl]-5H,6H,7H,8H-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium-8-carboxylate

CAS Registry Number

Not Available

SMILES

CCCCCC(CC(=O)NO)C(=O)N1NCCCC1C(=O)NC(C(C)CC)C1=[N+]2CCCC(N2C=C1)C([O-])=O

InChI Identifier

InChI=1S/C27H44N6O6/c1-4-6-7-10-19(17-23(34)30-39)26(36)33-21(11-8-14-28-33)25(35)29-24(18(3)5-2)20-13-16-32-22(27(37)38)12-9-15-31(20)32/h13,16,18-19,21-22,24,28H,4-12,14-15,17H2,1-3H3,(H3-,29,30,34,35,37,38,39)

InChI Key

XRVWEWLMRRABGU-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

Species Name	Source	Reference
Actinomadura atramentaria	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
1,2-diazinane
Pyridazine
Azole
Pyrazole
Heteroaromatic compound
Carboxamide group
Carboxylic acid hydrazide
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Organoheterocyclic compound
Azacycle
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic zwitterion
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	-0.03	ALOGPS
logP	-1.6	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.27	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.71 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	186.8 m³·mol⁻¹	ChemAxon
Polarizability	58.75 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

10460184

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium (NP0299151)

MOL for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

3D MOL for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

3D SDF for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

3D-SDF for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

PDB for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

3D PDB for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

SMILES for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

INCHI for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

Structure for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)

3D Structure for NP0299151 (8-carboxy-3-(1-{[hydroxy({2-[3-(oxido-c-hydroxycarbonimidoyl)-2-pentylpropanoyl]-1,2-diazinan-3-yl})methylidene]amino}-2-methylbutyl)-5h,6h,7h,8h-4λ⁵-pyrazolo[1,2-a]pyridazin-4-ylium)