NP-MRD: Showing NP-Card for {[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid (NP0150069)

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Record Information

Version

1.0

Created at

2022-09-02 06:05:22 UTC

Updated at

2022-09-02 06:05:23 UTC

NP-MRD ID

NP0150069

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid

Description

2-{[2-Amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}-2-[3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]acetic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. {[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid is found in Streptomyces ansochromogenes. Based on a literature review very few articles have been published on 2-{[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}-2-[3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]acetic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022208052D          

 34 36  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -5.4349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -6.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -6.8870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5758   -6.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607   -7.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -8.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101   -8.8893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047   -8.3081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197   -7.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993   -7.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -6.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605   -6.8870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058   -5.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END

     RDKit          3D

 59 61  0  0  0  0  0  0  0  0999 V2000
    3.0815    1.2488   -0.8263 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -0.0963   -0.1584 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0762   -0.0880    1.0537 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6938    0.7627    2.0612 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4680    0.2019    0.5872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3475   -0.8290    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6411   -0.6206   -0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0587    0.6717   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1958    1.7039   -0.0422 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9336    1.4750    0.3763 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8617   -0.7616    0.0181 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0188   -2.0681    0.6796 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762   -0.0115    0.8038 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1865    0.2271    2.1607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2412    0.4632    0.4272 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7817    0.3598   -0.8776 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4961    1.5731   -1.7110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8170    1.6793   -2.9166 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1549    2.6256   -1.1115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2938    0.2195   -0.8249 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6707   -0.9157   -0.1099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9177   -1.2804   -0.5267 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9804   -0.9049    0.3520 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8091   -0.1530    1.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8979    0.1746    2.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1601   -0.2740    1.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2661    0.0458    2.7465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2888   -1.0243    0.8329 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2245   -1.3260    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4510   -2.0373   -0.9536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1748   -0.6878   -1.8694 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1186    0.3513   -1.7658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509   -0.0398   -2.2054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0345   -0.9564   -2.8544 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3702    1.1131   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0658    1.4774   -1.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833    2.0609   -0.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7885   -0.7213   -0.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1257   -1.1226    1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8073    0.3833    2.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9999   -1.8549    0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3251   -1.4286   -0.2580 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0556    0.9348   -0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068    2.3156    0.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4947   -0.9778   -1.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3122   -2.7627   -0.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1098   -2.3938    1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9311    1.0758    2.6287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -0.5123   -1.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2198    3.1762   -0.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7808    1.0867   -0.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9896   -2.4013   -0.6541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8214    0.1965    1.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7561    0.7797    3.1455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4402    1.0508    2.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4865   -1.4281   -2.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7139    1.2326   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9840    0.8883   -2.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1968   -1.8769   -2.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 11  1  0
 11 12  1  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 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 28 29  1  0
 29 30  2  0
 16 17  1  0
 17 19  1  0
 17 18  2  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 33 20  1  0
 29 23  1  0
 10  5  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  6
 11 45  1  6
 12 46  1  0
 12 47  1  0
 14 48  1  0
 16 49  1  6
 20 51  1  1
 22 52  1  6
 31 56  1  6
 32 57  1  0
 33 58  1  6
 34 59  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
 19 50  1  0
  3 39  1  1
  4 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
 10 44  1  0
M  END


  Mrv1652309022208052D          

 34 36  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -5.4349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -6.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -6.8870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5758   -6.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0607   -7.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -8.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101   -8.8893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047   -8.3081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4197   -7.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993   -7.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -6.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605   -6.8870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904   -5.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4058   -5.1800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
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 17 18  1  0  0  0  0
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 21 22  2  0  0  0  0
 14 23  1  0  0  0  0
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 23 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
  2 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0150069

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C(N)C(O)=NC(C1OC(C(O)C1O)N1C=CC(O)=NC1=O)C(O)=O)C(O)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H25N5O9/c1-8(13(27)9-3-2-5-22-7-9)11(21)17(30)24-12(19(31)32)16-14(28)15(29)18(34-16)25-6-4-10(26)23-20(25)33/h2-8,11-16,18,27-29H,21H2,1H3,(H,24,30)(H,31,32)(H,23,26,33)

> <INCHI_KEY>
KEEHDDGBQUEUMX-UHFFFAOYSA-N

> <FORMULA>
C20H25N5O9

> <MOLECULAR_WEIGHT>
479.446

> <EXACT_MASS>
479.165227405

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.46164005752088

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}-2-[3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]acetic acid

> <ALOGPS_LOGP>
-1.84

> <JCHEM_LOGP>
-5.535108380529919

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.568049718168836

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8056311796979507

> <JCHEM_PKA_STRONGEST_BASIC>
9.290844009665392

> <JCHEM_POLAR_SURFACE_AREA>
231.62

> <JCHEM_REFRACTIVITY>
111.14519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       4.001  -6.930   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.581 -10.145   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.105 -11.610   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       7.010 -12.856   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       8.541 -12.695   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.447 -13.941   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.820 -15.347   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.725 -16.593   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0       7.289 -15.508   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       6.384 -14.263   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.852 -14.424   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.565 -11.610   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.660 -12.856   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.089 -10.145   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.624  -9.669   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   27                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   23                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   15   22                                                  
CONECT   22   21                                                            
CONECT   23   14   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   12   26                                                  
CONECT   26   25                                                            
CONECT   27    2   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

View in JSmol

Synonyms

Value	Source
2-{[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}-2-[3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]acetate	Generator

Chemical Formula

C₂₀H₂₅N₅O₉

Average Mass

479.4460 Da

Monoisotopic Mass

479.16523 Da

IUPAC Name

2-{[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}-2-[3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]acetic acid

Traditional Name

{[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC(C(N)C(O)=NC(C1OC(C(O)C1O)N1C=CC(O)=NC1=O)C(O)=O)C(O)C1=CC=CN=C1

InChI Identifier

InChI=1S/C20H25N5O9/c1-8(13(27)9-3-2-5-22-7-9)11(21)17(30)24-12(19(31)32)16-14(28)15(29)18(34-16)25-6-4-10(26)23-20(25)33/h2-8,11-16,18,27-29H,21H2,1H3,(H,24,30)(H,31,32)(H,23,26,33)

InChI Key

KEEHDDGBQUEUMX-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
Streptomyces ansochromogenes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
5'-deoxyribonucleoside
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-glycosyl compound
Glycosyl compound
Alpha-amino acid or derivatives
Hydroxypyrimidine
Aralkylamine
Pyrimidone
Pyrimidine
Pyridine
Hydropyrimidine
Heteroaromatic compound
Tetrahydrofuran
1,3-aminoalcohol
Amino acid
Secondary alcohol
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aromatic alcohol
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Alcohol
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	-1.8	ALOGPS
logP	-5.5	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
pKa (Strongest Basic)	9.29	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	231.62 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	111.15 m³·mol⁻¹	ChemAxon
Polarizability	44.46 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

162820864

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-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid (NP0150069)

MOL for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

3D MOL for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

3D SDF for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

3D-SDF for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

PDB for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

3D PDB for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

SMILES for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

INCHI for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

Structure for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)

3D Structure for NP0150069 ({[2-amino-1,4-dihydroxy-3-methyl-4-(pyridin-3-yl)butylidene]amino}[3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]acetic acid)