NP-MRD: Showing NP-Card for {[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid (NP0214860)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 14:16:48 UTC

Updated at

2022-09-05 14:16:48 UTC

NP-MRD ID

NP0214860

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid

Description

C06692 belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. {[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid is found in Streptomyces cacaoi. Based on a literature review very few articles have been published on C06692.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052216162D          

 35 36  0  0  1  0            999 V2000
   -1.7244   -8.1915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100   -6.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955   -8.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -8.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -9.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8479   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8479   -6.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624   -8.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624   -9.0165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769   -6.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9913   -8.1915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7058   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7058   -6.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -6.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9913   -6.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -8.1915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1740   -7.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7260   -8.4690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5465   -8.3828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8820   -7.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7025   -7.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0381   -6.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5531   -6.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1874   -8.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -8.1241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8519   -8.9640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0314   -9.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6958   -9.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3135   -9.1835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6490   -9.9372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5065   -9.0120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8934   -9.5640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 15  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 22 30  1  0  0  0  0
 30 31  2  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  6  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
    7.7154    2.8547    1.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9968    2.4342    0.7555 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3703    1.7629   -0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6993    1.6543   -0.6323 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3083    1.2279   -0.9953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1754    0.5586   -0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218   -0.7564    0.1197 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3088   -1.4774   -0.7521 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1590   -1.6388    0.0954 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8087   -2.9289    0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2922   -1.4640    1.2426 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4915   -2.7444    1.3759 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1507   -0.4156    1.1636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238    0.8571    1.6571 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027   -0.7959    0.6580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1353   -0.7427    0.2205 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3955   -2.0678   -0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649   -2.4466   -0.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6635   -2.7065   -1.0922 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8862    0.2351   -0.6326 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2168   -0.3747   -0.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0318    0.6184   -0.9931 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4418    0.4485   -0.9369 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1092   -0.0221    0.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4613    0.0622    0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2907   -0.2637    1.3219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1739   -1.6554    1.6451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1484    0.6097   -0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5831    0.6172   -0.8438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4742    1.0550   -1.9893 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1290    0.9820   -2.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4933    1.3864   -2.9867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5969    1.6493    0.1098 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1365    2.8754   -0.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0907    1.5969   -0.1067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8538    2.4879   -1.1799 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3575    2.3379   -0.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6404    1.2040    0.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5186    0.3373   -1.4611 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7470   -0.7333    1.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0294   -1.2299   -1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7534   -1.7111   -0.9066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5774   -3.1523    1.2720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8033   -1.3305    2.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7058   -3.3982    0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6723   -3.1884    2.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8122    1.6304    1.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8967   -0.8914    1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2198   -2.3060   -1.8889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4828    0.1749   -1.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6973    1.1781   -1.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5334   -0.4062    0.9690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2699    0.1136    1.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6565    0.1598    2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8802   -2.1016    1.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9228    1.5973   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8393    1.2373    1.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9809    3.0254    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420    1.9019    0.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9103    2.0784   -2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11  9  1  0
  9 10  1  0
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  2  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
 35 20  1  0
 31 23  1  0
 12 45  1  0
 12 46  1  0
 11 44  1  1
  9 42  1  6
 10 43  1  0
  7 40  1  1
  8 41  1  0
  6 38  1  0
  6 39  1  0
  4 37  1  0
  2  1  1  0
 14 47  1  0
 16 48  1  1
 20 50  1  6
 22 51  1  6
 33 57  1  1
 34 58  1  0
 35 59  1  1
 36 60  1  0
 24 52  1  0
 26 53  1  0
 26 54  1  0
 27 55  1  0
 29 56  1  0
 19 49  1  0
M  END


  Mrv1652309052216162D          

 35 36  0  0  1  0            999 V2000
   -1.7244   -8.1915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0100   -6.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2955   -8.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4190   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -8.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1335   -9.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8479   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8479   -6.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624   -8.1915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5624   -9.0165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769   -6.9540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9913   -8.1915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7058   -7.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7058   -6.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -6.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9913   -6.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4203   -8.1915    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1740   -7.8559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7260   -8.4690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5465   -8.3828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8820   -7.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7025   -7.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0381   -6.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5531   -6.1218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1874   -8.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -8.1241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8519   -8.9640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0314   -9.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6958   -9.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3135   -9.1835    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6490   -9.9372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5065   -9.0120    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8934   -9.5640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  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
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 19 15  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 22 30  1  0  0  0  0
 30 31  2  0  0  0  0
 21 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0214860

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(C(O)C(O)COC(O)=N)C(O)=NC([C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=C(CO)C(O)=NC1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H25N5O13/c18-6(8(25)5(24)3-34-16(19)32)13(29)20-7(15(30)31)11-9(26)10(27)14(35-11)22-1-4(2-23)12(28)21-17(22)33/h1,5-11,14,23-27H,2-3,18H2,(H2,19,32)(H,20,29)(H,30,31)(H,21,28,33)/t5?,6?,7?,8?,9-,10+,11+,14+/m0/s1

> <INCHI_KEY>
YFZNSPMAOIVQRP-KHZLDBTCSA-N

> <FORMULA>
C17H25N5O13

> <MOLECULAR_WEIGHT>
507.409

> <EXACT_MASS>
507.144885885

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
44.753037011165794

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2-amino-1,3,4-trihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}-2-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxo-1,2-dihydropyrimidin-1-yl]oxolan-2-yl]acetic acid

> <JCHEM_LOGP>
-9.57190010790726

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.4054952696362246

> <JCHEM_PKA_STRONGEST_ACIDIC>
-3.212377951468577

> <JCHEM_PKA_STRONGEST_BASIC>
11.40566366715114

> <JCHEM_POLAR_SURFACE_AREA>
312.5

> <JCHEM_REFRACTIVITY>
116.82799999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[2-amino-1,3,4-trihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  N   UNK     0      -3.219 -15.291   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.885 -14.521   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.885 -12.981   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.552 -15.291   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       0.782 -14.521   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.116 -15.291   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.116 -16.831   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.449 -14.521   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.449 -12.981   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.783 -15.291   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       4.783 -16.831   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       6.117 -14.521   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.117 -12.981   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       7.450 -15.291   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.784 -14.521   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.784 -12.981   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.118 -12.211   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       7.450 -12.211   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.118 -15.291   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.525 -14.664   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.555 -15.809   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      14.087 -15.648   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      14.713 -14.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      16.245 -14.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.871 -12.673   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      15.966 -11.427   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      17.150 -15.326   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      18.681 -15.165   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0      16.523 -16.733   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      14.992 -16.894   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.366 -18.301   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      11.785 -17.143   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      12.412 -18.549   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      10.279 -16.822   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       9.134 -17.853   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   15   20   34                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   32                                                  
CONECT   22   21   23   30                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   22   31                                                  
CONECT   31   30                                                            
CONECT   32   21   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   19   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₅N₅O₁₃

Average Mass

507.4090 Da

Monoisotopic Mass

507.14489 Da

IUPAC Name

2-{[2-amino-1,3,4-trihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}-2-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxo-1,2-dihydropyrimidin-1-yl]oxolan-2-yl]acetic acid

Traditional Name

{[2-amino-1,3,4-trihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}[(2R,3S,4R,5R)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

NC(C(O)C(O)COC(O)=N)C(O)=NC([C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=C(CO)C(O)=NC1=O)C(O)=O

InChI Identifier

InChI=1S/C17H25N5O13/c18-6(8(25)5(24)3-34-16(19)32)13(29)20-7(15(30)31)11-9(26)10(27)14(35-11)22-1-4(2-23)12(28)21-17(22)33/h1,5-11,14,23-27H,2-3,18H2,(H2,19,32)(H,20,29)(H,30,31)(H,21,28,33)/t5?,6?,7?,8?,9-,10+,11+,14+/m0/s1

InChI Key

YFZNSPMAOIVQRP-KHZLDBTCSA-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
Streptomyces cacaoi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
5'-deoxyribonucleoside
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Glycosyl compound
N-glycosyl compound
Alpha-amino acid or derivatives
Pyrimidone
Fatty amide
Hydropyrimidine
N-acyl-amine
Fatty acyl
Pyrimidine
1,3-aminoalcohol
Heteroaromatic compound
Oxolane
Vinylogous amide
Carbamic acid ester
Urea
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Carboxamide group
Amino acid
Lactam
Carboxylic acid
Organoheterocyclic compound
Azacycle
Oxacycle
Monocarboxylic acid or derivatives
Amine
Alcohol
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic nitrogen compound
Aromatic alcohol
Primary alcohol
Primary amine
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

polyoxin (CHEBI:27559 )

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	-9.6	ChemAxon
pKa (Strongest Acidic)	-3.2	ChemAxon
pKa (Strongest Basic)	11.41	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	312.5 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	116.83 m³·mol⁻¹	ChemAxon
Polarizability	44.75 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

389936

KEGG Compound ID

C06692

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441144

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid (NP0214860)

MOL for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

3D MOL for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

3D SDF for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

3D-SDF for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

PDB for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

3D PDB for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

SMILES for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

INCHI for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

Structure for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)

3D Structure for NP0214860 ({[2-amino-1,3,4-trihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[(2r,3s,4r,5r)-3,4-dihydroxy-5-[4-hydroxy-5-(hydroxymethyl)-2-oxopyrimidin-1-yl]oxolan-2-yl]acetic acid)