NP-MRD: Showing NP-Card for {[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid (NP0231831)

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Record Information

Version

1.0

Created at

2022-09-06 12:51:17 UTC

Updated at

2022-09-06 12:51:17 UTC

NP-MRD ID

NP0231831

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid

Description

2-{[2-Amino-1,4-dihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}-2-[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyridin-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-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid is found in Streptomyces ansochromogenes. It was first documented in 2022 (PMID: 36088123). Based on a literature review a significant number of articles have been published on 2-{[2-amino-1,4-dihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}-2-[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyridin-1-yl)oxolan-2-yl]acetic acid (PMID: 36088122) (PMID: 36088121) (PMID: 36088120) (PMID: 36088119).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062214512D          

 33 34  0  0  0  0            999 V2000
   -9.4621   -1.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6417   -1.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1567   -0.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3363   -0.5684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8513    0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1063    0.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4388    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4388    2.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244    2.6061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4388    3.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    3.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    4.6686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2954    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810    3.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810    4.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1520    3.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    3.8436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    2.6061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1533    2.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1533    3.4311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8678    2.1936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7714    0.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9868    1.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0263    0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5414   -0.5684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -1.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4856   -1.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3061   -1.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7910   -2.5707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  9  8  1  4  0  0  0
  9 10  2  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 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
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    8.3457    0.0276    0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8435    0.4127   -0.3059 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2109    0.9247   -1.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9226    1.4253   -2.3896 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8330    0.9955   -1.3633 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0753    0.7020   -0.2106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969    0.8760   -0.6122 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4688    2.2037   -1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7751    0.6066    0.6076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3194    0.8821    0.3586 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5948    0.7546    1.6238 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6911    0.0916   -0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750    0.2101   -2.0046 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360   -0.6970   -0.5140 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196   -1.0957    0.6034 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7968   -1.9821    1.4728 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552   -2.3078    1.1141 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3566   -2.4862    2.6818 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2652   -1.8801    0.1603 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0736   -1.1275   -0.6495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1226   -0.6910    0.1189 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2096   -0.1146   -0.5904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6198    1.2108   -0.2747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6090    1.8116   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0399    3.2022   -0.5489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3424    1.1242   -1.9201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5147    1.5124   -2.2569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7133   -0.0439   -2.5959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9090   -0.8036   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8639   -2.0344   -1.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4807   -1.9425    0.9035 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2881   -1.6811    1.9816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0671   -2.3634    1.3367 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9740   -3.7125    1.5684 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9120    1.6343   -2.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2616    1.4389    0.5821 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2707   -0.3412    0.0915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3598    0.2242   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0387    2.7580   -0.3406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9525   -0.4400    0.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1113    1.2850    1.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1871    1.9667    0.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9953    1.5842    1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2423    0.5382    2.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0985   -0.5219   -2.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4413   -0.2296    1.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8301   -2.3673    3.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8823   -2.7683   -0.3794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7075    0.0166    0.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0983    1.7844    0.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1352    3.8021   -1.4800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2887    3.7292    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0372    3.1355   -0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0691    0.3691   -3.4035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5265   -0.6675   -3.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8589   -2.7583    0.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7662   -2.5070    2.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8145   -1.7582    2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2182   -3.9173    2.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 15  1  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12 10  1  0
 10 11  1  0
 10  9  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
 15 16  1  0
 16 18  1  0
 16 17  2  0
 19 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 22 29  1  0
 29 30  2  0
 29 28  1  0
 28 26  1  0
 26 27  2  0
 26 24  1  0
 31 21  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 23 50  1  0
 21 49  1  1
 19 48  1  6
 15 46  1  1
 13 45  1  0
 10 42  1  6
 11 43  1  0
 11 44  1  0
  9 40  1  0
  9 41  1  0
  7 38  1  6
  8 39  1  0
  6 36  1  0
  6 37  1  0
  4 35  1  0
  2  1  1  0
 18 47  1  0
 33 58  1  1
 34 59  1  0
 31 56  1  6
 32 57  1  0
 28 54  1  0
 28 55  1  0
M  END


  Mrv1652309062214512D          

 33 34  0  0  0  0            999 V2000
   -9.4621   -1.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6417   -1.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1567   -0.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3363   -0.5684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8513    0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1063    0.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4388    1.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4388    2.1936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244    2.6061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4388    3.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    3.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0099    4.6686    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2954    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810    3.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5810    4.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8665    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1520    3.8436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    3.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7231    3.8436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4375    2.6061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1533    2.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1533    3.4311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8678    2.1936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7714    0.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9868    1.1386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0263    0.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5414   -0.5684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -1.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1802   -1.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4856   -1.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3061   -1.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7910   -2.5707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  9  8  1  4  0  0  0
  9 10  2  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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
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 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
  8 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  0  0  0  0
  4 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
  2 32  1  0  0  0  0
 32 33  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0231831

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CN(C2OC(C(N=C(O)C(N)CC(O)COC(O)=N)C(O)=O)C(O)C2O)C(=O)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H26N4O11/c1-6-4-22(10(25)3-9(6)24)16-13(27)12(26)14(33-16)11(17(29)30)21-15(28)8(19)2-7(23)5-32-18(20)31/h4,7-8,11-14,16,23,26-27H,2-3,5,19H2,1H3,(H2,20,31)(H,21,28)(H,29,30)

> <INCHI_KEY>
MGKUNJNYGALFSO-UHFFFAOYSA-N

> <FORMULA>
C18H26N4O11

> <MOLECULAR_WEIGHT>
474.423

> <EXACT_MASS>
474.159807673

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.70750437944042

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[2-amino-1,4-dihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}-2-[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyridin-1-yl)oxolan-2-yl]acetic acid

> <JCHEM_LOGP>
-7.588490702562916

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.855378158700819

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.338330798279087

> <JCHEM_PKA_STRONGEST_BASIC>
10.778439111780813

> <JCHEM_POLAR_SURFACE_AREA>
256.52

> <JCHEM_REFRACTIVITY>
115.28709999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{[2-amino-1,4-dihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3H-pyridin-1-yl)oxolan-2-yl]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0     -17.663  -1.985   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.131  -2.146   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.226  -0.900   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0     -13.694  -1.061   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0     -12.789   0.185   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0     -13.265   1.650   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0     -12.019   2.555   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -12.019   4.095   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0     -10.685   4.865   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0     -10.685   6.405   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -12.019   7.175   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -9.352   7.175   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -9.352   8.715   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -8.018   6.405   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.684   7.175   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.684   8.715   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -5.351   6.405   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.017   7.175   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.683   6.405   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      -1.350   7.175   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      -2.683   4.865   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0     -13.353   4.865   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -13.353   6.405   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -14.687   4.095   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -10.773   1.650   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -9.309   2.125   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0     -11.249   0.185   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -10.344  -1.061   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -13.068  -2.468   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -11.536  -2.629   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0     -13.973  -3.714   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -15.505  -3.553   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -16.410  -4.799   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   29                                                  
CONECT    5    4    6   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   25                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22    8   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    7   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25    5   28                                                  
CONECT   28   27                                                            
CONECT   29    4   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31    2   33                                                  
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

View in JSmol

Synonyms

Value	Source
2-{[2-amino-1,4-dihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}-2-[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyridin-1-yl)oxolan-2-yl]acetate	Generator

Chemical Formula

C₁₈H₂₆N₄O₁₁

Average Mass

474.4230 Da

Monoisotopic Mass

474.15981 Da

IUPAC Name

2-{[2-amino-1,4-dihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}-2-[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyridin-1-yl)oxolan-2-yl]acetic acid

Traditional Name

{[2-amino-1,4-dihydroxy-5-(C-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3H-pyridin-1-yl)oxolan-2-yl]acetic acid

CAS Registry Number

Not Available

SMILES

CC1=CN(C2OC(C(N=C(O)C(N)CC(O)COC(O)=N)C(O)=O)C(O)C2O)C(=O)CC1=O

InChI Identifier

InChI=1S/C18H26N4O11/c1-6-4-22(10(25)3-9(6)24)16-13(27)12(26)14(33-16)11(17(29)30)21-15(28)8(19)2-7(23)5-32-18(20)31/h4,7-8,11-14,16,23,26-27H,2-3,5,19H2,1H3,(H2,20,31)(H,21,28)(H,29,30)

InChI Key

MGKUNJNYGALFSO-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

Glyco-alpha-amino-acid
Glycosyl-alpha-amino-acid
Alpha peptide
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-glycosyl compound
Glycosyl compound
Alpha-amino acid or derivatives
Tetrahydropyridine
1,3-dicarbonyl compound
Monosaccharide
Hydropyridine
Vinylogous amide
Tetrahydrofuran
Tertiary carboxylic acid amide
1,3-aminoalcohol
Amino acid
Cyclic ketone
Secondary alcohol
Lactam
Ketone
Carboxamide group
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
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Imine
Carbonyl group
Amine
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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	-7.6	ChemAxon
pKa (Strongest Acidic)	-4.3	ChemAxon
pKa (Strongest Basic)	10.78	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	256.52 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	115.29 m³·mol⁻¹	ChemAxon
Polarizability	44.71 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

163035471

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xu X, Rothrock MJ Jr, Reeves J, Kumar GD, Mishra A: Using E. coli population to predict foodborne pathogens in pastured poultry farms. Food Microbiol. 2022 Dec;108:104092. doi: 10.1016/j.fm.2022.104092. Epub 2022 Jul 14. [PubMed:36088123 ]
Lanzl MI, Zwietering MH, Abee T, den Besten HMW: Combining enrichment with multiplex real-time PCR leads to faster detection and identification of Campylobacter spp. in food compared to ISO 10272-1:2017. Food Microbiol. 2022 Dec;108:104117. doi: 10.1016/j.fm.2022.104117. Epub 2022 Aug 19. [PubMed:36088122 ]
Cacciatore FA, Maders C, Alexandre B, Barreto Pinilla CM, Brandelli A, da Silva Malheiros P: Carvacrol encapsulation into nanoparticles produced from chia and flaxseed mucilage: Characterization, stability and antimicrobial activity against Salmonella and Listeria monocytogenes. Food Microbiol. 2022 Dec;108:104116. doi: 10.1016/j.fm.2022.104116. Epub 2022 Aug 18. [PubMed:36088121 ]
Liu X, Li Y, Micallef SA: Developmentally related and drought-induced shifts in the kale metabolome limited Salmonella enterica association, providing novel insights to enhance food safety. Food Microbiol. 2022 Dec;108:104113. doi: 10.1016/j.fm.2022.104113. Epub 2022 Aug 18. [PubMed:36088120 ]
Dos Santos AMP, Panzenhagen P, Ferrari RG, Conte-Junior CA: Large-scale genomic analysis reveals the pESI-like megaplasmid presence in Salmonella Agona, Muenchen, Schwarzengrund, and Senftenberg. Food Microbiol. 2022 Dec;108:104112. doi: 10.1016/j.fm.2022.104112. Epub 2022 Aug 12. [PubMed:36088119 ]
LOTUS database [Link]

Showing NP-Card for {[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid (NP0231831)

MOL for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

3D MOL for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

3D SDF for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

3D-SDF for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

PDB for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

3D PDB for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

SMILES for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

INCHI for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

Structure for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)

3D Structure for NP0231831 ({[2-amino-1,4-dihydroxy-5-(c-hydroxycarbonimidoyloxy)pentylidene]amino}[3,4-dihydroxy-5-(5-methyl-2,4-dioxo-3h-pyridin-1-yl)oxolan-2-yl]acetic acid)