NP-MRD: Showing NP-Card for Eponemycin (NP0009559)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-05 19:10:06 UTC

Updated at

2021-07-15 17:03:36 UTC

NP-MRD ID

NP0009559

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Eponemycin

Provided By

NPAtlas

Description

N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]-C-hydroxycarbonimidoyl}ethyl]-6-methylheptanimidic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Eponemycin is found in Streptomyces, Streptomyces hygroscopicus and Streptomyces hygroscopicus No.P247-71 (ATCC 53709). Eponemycin was first documented in 1990 (PMID: 2106503). Based on a literature review very few articles have been published on N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]-C-hydroxycarbonimidoyl}ethyl]-6-methylheptanimidic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106363D          

 62 62  0  0  0  0            999 V2000
    3.0772   -0.0216    3.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.7965    2.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0194   -1.2320    2.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -1.0251    1.1292 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2612   -0.5663   -0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0133   -0.8006   -1.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    0.2597   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    1.4323   -0.8931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    0.1455   -2.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2957    0.6536   -3.6069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8313    0.6684   -4.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407    1.0963   -1.7095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    0.7683   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298   -0.3650   -2.0287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119    1.7497   -1.1598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7975    1.2211   -1.2159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0238    0.0666   -0.3209 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8070    0.3688    1.1212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6960    1.3350    1.7940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1618    0.8640    1.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632    2.7610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841   -1.2475   -0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2208   -0.9667   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515   -2.1776   -0.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8044   -1.7113   -1.0526 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9452   -0.3864   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -3.3210    0.2671 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1084   -3.5334   -1.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    0.3700    3.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.2062    4.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.6736    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -2.3040    2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -0.9306    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5265   -2.1385    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8130   -0.5620    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3120    0.5436   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850   -1.7624   -1.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4544   -0.8513   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003    1.6307   -3.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -0.0788   -4.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    0.6395   -5.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314    2.0246   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    2.6624   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1236    2.1042   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    2.0665   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0285    0.8314   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844   -0.3385   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895   -0.7815   -0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8166   -0.5831    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.6995    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4477    1.2798    2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700   -0.2279    1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6621    1.1276    2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527    1.3913    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    3.2173    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4707    3.0652    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0344    3.3319    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5416   -2.2741   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0034   -1.8717   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    0.1909   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -3.5330    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3022   -3.7110    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  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
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  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
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 22  1  1  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
 28 24  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  1  0  0  0
  6 37  1  0  0  0  0
  9 38  1  6  0  0  0
 10 39  1  0  0  0  0
 10 40  1  0  0  0  0
 11 41  1  0  0  0  0
 12 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 19 51  1  1  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 26 60  1  0  0  0  0
 27 61  1  0  0  0  0
 27 62  1  0  0  0  0
M  END

     RDKit          3D

 62 62  0  0  0  0  0  0  0  0999 V2000
    3.0772   -0.0216    3.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.7965    2.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0194   -1.2320    2.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -1.0251    1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2612   -0.5663   -0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0133   -0.8006   -1.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    0.2597   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    1.4323   -0.8931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    0.1455   -2.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2957    0.6536   -3.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8313    0.6684   -4.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407    1.0963   -1.7095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    0.7683   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298   -0.3650   -2.0287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119    1.7497   -1.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7975    1.2211   -1.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0238    0.0666   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8070    0.3688    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6960    1.3350    1.7940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1618    0.8640    1.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632    2.7610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841   -1.2475   -0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2208   -0.9667   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515   -2.1776   -0.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8044   -1.7113   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452   -0.3864   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -3.3210    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -3.5334   -1.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    0.3700    3.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.2062    4.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.6736    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -2.3040    2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -0.9306    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5265   -2.1385    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8130   -0.5620    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3120    0.5436   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850   -1.7624   -1.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4544   -0.8513   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003    1.6307   -3.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -0.0788   -4.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    0.6395   -5.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314    2.0246   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    2.6624   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1236    2.1042   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    2.0665   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0285    0.8314   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844   -0.3385   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895   -0.7815   -0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8166   -0.5831    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.6995    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4477    1.2798    2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700   -0.2279    1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6621    1.1276    2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527    1.3913    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    3.2173    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4707    3.0652    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0344    3.3319    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5416   -2.2741   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0034   -1.8717   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    0.1909   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -3.5330    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3022   -3.7110    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  5 22  1  0
 22 23  2  0
 24 22  1  1
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 28 24  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  9 38  1  6
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  1
 20 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
M  END


  Mrv1652306242106363D          

 62 62  0  0  0  0            999 V2000
    3.0772   -0.0216    3.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.7965    2.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0194   -1.2320    2.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -1.0251    1.1292 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2612   -0.5663   -0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0133   -0.8006   -1.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    0.2597   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    1.4323   -0.8931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    0.1455   -2.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2957    0.6536   -3.6069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8313    0.6684   -4.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407    1.0963   -1.7095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    0.7683   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298   -0.3650   -2.0287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119    1.7497   -1.1598 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7975    1.2211   -1.2159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0238    0.0666   -0.3209 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8070    0.3688    1.1212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6960    1.3350    1.7940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1618    0.8640    1.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632    2.7610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841   -1.2475   -0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2208   -0.9667   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515   -2.1776   -0.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8044   -1.7113   -1.0526 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.9452   -0.3864   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -3.3210    0.2671 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1084   -3.5334   -1.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    0.3700    3.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.2062    4.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.6736    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -2.3040    2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -0.9306    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5265   -2.1385    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8130   -0.5620    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3120    0.5436   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850   -1.7624   -1.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4544   -0.8513   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003    1.6307   -3.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -0.0788   -4.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    0.6395   -5.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314    2.0246   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    2.6624   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1236    2.1042   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    2.0665   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0285    0.8314   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844   -0.3385   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895   -0.7815   -0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8166   -0.5831    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.6995    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4477    1.2798    2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700   -0.2279    1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6621    1.1276    2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527    1.3913    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    3.2173    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4707    3.0652    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0344    3.3319    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5416   -2.2741   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0034   -1.8717   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    0.1909   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -3.5330    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3022   -3.7110    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  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
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  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
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 22  1  1  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
 28 24  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  3 31  1  0  0  0  0
  3 32  1  0  0  0  0
  3 33  1  0  0  0  0
  4 34  1  0  0  0  0
  4 35  1  0  0  0  0
  5 36  1  1  0  0  0
  6 37  1  0  0  0  0
  9 38  1  6  0  0  0
 10 39  1  0  0  0  0
 10 40  1  0  0  0  0
 11 41  1  0  0  0  0
 12 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 17 47  1  0  0  0  0
 17 48  1  0  0  0  0
 18 49  1  0  0  0  0
 18 50  1  0  0  0  0
 19 51  1  1  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 20 54  1  0  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 21 57  1  0  0  0  0
 25 58  1  0  0  0  0
 25 59  1  0  0  0  0
 26 60  1  0  0  0  0
 27 61  1  0  0  0  0
 27 62  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009559

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@]([H])(N([H])C(=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])[H])C(=O)N([H])[C@]([H])(C(=O)[C@@]1(OC1([H])[H])C([H])([H])O[H])C([H])([H])C(=C([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H34N2O6/c1-13(2)7-5-6-8-17(25)21-16(10-23)19(27)22-15(9-14(3)4)18(26)20(11-24)12-28-20/h13,15-16,23-24H,3,5-12H2,1-2,4H3,(H,21,25)(H,22,27)/t15-,16-,20+/m0/s1

> <INCHI_KEY>
ZPLVYYNMRMBNGE-TWOQFEAHSA-N

> <FORMULA>
C20H34N2O6

> <MOLECULAR_WEIGHT>
398.5

> <EXACT_MASS>
398.241686823

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
43.47462239906381

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

> <ALOGPS_LOGP>
0.41

> <JCHEM_LOGP>
0.9107915170000003

> <ALOGPS_LOGS>
-2.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.72271766740166

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.149390833344507

> <JCHEM_PKA_STRONGEST_BASIC>
-1.562698263699951

> <JCHEM_POLAR_SURFACE_AREA>
128.26

> <JCHEM_REFRACTIVITY>
103.85059999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 62  0  0  0  0  0  0  0  0999 V2000
    3.0772   -0.0216    3.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.7965    2.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0194   -1.2320    2.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -1.0251    1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2612   -0.5663   -0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0133   -0.8006   -1.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    0.2597   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    1.4323   -0.8931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    0.1455   -2.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2957    0.6536   -3.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8313    0.6684   -4.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407    1.0963   -1.7095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    0.7683   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298   -0.3650   -2.0287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119    1.7497   -1.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7975    1.2211   -1.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0238    0.0666   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8070    0.3688    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6960    1.3350    1.7940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1618    0.8640    1.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632    2.7610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841   -1.2475   -0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2208   -0.9667   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515   -2.1776   -0.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8044   -1.7113   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452   -0.3864   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -3.3210    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -3.5334   -1.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    0.3700    3.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.2062    4.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.6736    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -2.3040    2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -0.9306    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5265   -2.1385    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8130   -0.5620    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3120    0.5436   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850   -1.7624   -1.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4544   -0.8513   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003    1.6307   -3.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -0.0788   -4.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    0.6395   -5.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314    2.0246   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    2.6624   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1236    2.1042   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    2.0665   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0285    0.8314   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844   -0.3385   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895   -0.7815   -0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8166   -0.5831    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.6995    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4477    1.2798    2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700   -0.2279    1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6621    1.1276    2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527    1.3913    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    3.2173    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4707    3.0652    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0344    3.3319    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5416   -2.2741   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0034   -1.8717   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    0.1909   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -3.5330    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3022   -3.7110    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  5 22  1  0
 22 23  2  0
 24 22  1  1
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 28 24  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  9 38  1  6
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  1
 20 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       3.077  -0.022   3.282  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.672  -0.797   2.304  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.019  -1.232   2.623  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.836  -1.025   1.129  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.261  -0.566  -0.196  0.00  0.00           C+0
HETATM    6  N   UNK     0       2.013  -0.801  -1.060  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.155   0.260  -1.358  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.398   1.432  -0.893  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.048   0.146  -2.192  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.296   0.654  -3.607  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.831   0.668  -4.402  0.00  0.00           O+0
HETATM   12  N   UNK     0      -1.041   1.096  -1.710  0.00  0.00           N+0
HETATM   13  C   UNK     0      -2.430   0.768  -1.653  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.830  -0.365  -2.029  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.412   1.750  -1.160  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.798   1.221  -1.216  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.024   0.067  -0.321  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.807   0.369   1.121  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.696   1.335   1.794  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.162   0.864   1.723  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.663   2.761   1.418  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.284  -1.248  -0.976  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.221  -0.967  -2.225  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.351  -2.178  -0.692  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.804  -1.711  -1.053  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.945  -0.386  -0.695  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.323  -3.321   0.267  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.108  -3.533  -1.070  0.00  0.00           O+0
HETATM   29  H   UNK     0       2.092   0.370   3.186  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.618   0.206   4.177  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.458  -0.674   3.522  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.108  -2.304   2.953  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.704  -0.931   1.815  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.527  -2.139   1.084  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.813  -0.562   1.308  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.312   0.544  -0.164  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.885  -1.762  -1.369  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.454  -0.851  -2.338  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.800   1.631  -3.535  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.998  -0.079  -4.042  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.623   0.640  -5.365  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.731   2.025  -1.407  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.320   2.662  -1.817  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.124   2.104  -0.140  0.00  0.00           H+0
HETATM   45  H   UNK     0      -5.503   2.067  -1.120  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.029   0.831  -2.271  0.00  0.00           H+0
HETATM   47  H   UNK     0      -6.084  -0.339  -0.487  0.00  0.00           H+0
HETATM   48  H   UNK     0      -4.389  -0.782  -0.596  0.00  0.00           H+0
HETATM   49  H   UNK     0      -4.817  -0.583   1.734  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.724   0.700   1.222  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.448   1.280   2.902  0.00  0.00           H+0
HETATM   52  H   UNK     0      -7.170  -0.228   1.583  0.00  0.00           H+0
HETATM   53  H   UNK     0      -7.662   1.128   2.664  0.00  0.00           H+0
HETATM   54  H   UNK     0      -7.653   1.391   0.854  0.00  0.00           H+0
HETATM   55  H   UNK     0      -4.691   3.217   1.220  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.471   3.065   0.674  0.00  0.00           H+0
HETATM   57  H   UNK     0      -6.034   3.332   2.350  0.00  0.00           H+0
HETATM   58  H   UNK     0       7.542  -2.274  -0.441  0.00  0.00           H+0
HETATM   59  H   UNK     0       7.003  -1.872  -2.127  0.00  0.00           H+0
HETATM   60  H   UNK     0       7.288   0.191  -1.431  0.00  0.00           H+0
HETATM   61  H   UNK     0       4.450  -3.533   0.916  0.00  0.00           H+0
HETATM   62  H   UNK     0       6.302  -3.711   0.650  0.00  0.00           H+0
CONECT    1    2   29   30                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2   31   32   33                                             
CONECT    4    2    5   34   35                                             
CONECT    5    4    6   22   36                                             
CONECT    6    5    7   37                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   12   38                                             
CONECT   10    9   11   39   40                                             
CONECT   11   10   41                                                       
CONECT   12    9   13   42                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   43   44                                             
CONECT   16   15   17   45   46                                             
CONECT   17   16   18   47   48                                             
CONECT   18   17   19   49   50                                             
CONECT   19   18   20   21   51                                             
CONECT   20   19   52   53   54                                             
CONECT   21   19   55   56   57                                             
CONECT   22    5   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   27   28                                             
CONECT   25   24   26   58   59                                             
CONECT   26   25   60                                                       
CONECT   27   24   28   61   62                                             
CONECT   28   27   24                                                       
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    3                                                            
CONECT   32    3                                                            
CONECT   33    3                                                            
CONECT   34    4                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    6                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   10                                                            
CONECT   41   11                                                            
CONECT   42   12                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   16                                                            
CONECT   46   16                                                            
CONECT   47   17                                                            
CONECT   48   17                                                            
CONECT   49   18                                                            
CONECT   50   18                                                            
CONECT   51   19                                                            
CONECT   52   20                                                            
CONECT   53   20                                                            
CONECT   54   20                                                            
CONECT   55   21                                                            
CONECT   56   21                                                            
CONECT   57   21                                                            
CONECT   58   25                                                            
CONECT   59   25                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
CONECT   62   27                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  124    0
END

RDKit          3D

62 62  0  0  0  0  0  0  0  0999 V2000
    3.0772   -0.0216    3.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6722   -0.7965    2.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0194   -1.2320    2.6232 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8364   -1.0251    1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2612   -0.5663   -0.1958 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0133   -0.8006   -1.0595 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1552    0.2597   -1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980    1.4323   -0.8931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0480    0.1455   -2.1917 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2957    0.6536   -3.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8313    0.6684   -4.4018 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407    1.0963   -1.7095 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4295    0.7683   -1.6533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298   -0.3650   -2.0287 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4119    1.7497   -1.1598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7975    1.2211   -1.2159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0238    0.0666   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8070    0.3688    1.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6960    1.3350    1.7940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1618    0.8640    1.7234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6632    2.7610    1.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2841   -1.2475   -0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2208   -0.9667   -2.2255 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515   -2.1776   -0.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.8044   -1.7113   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452   -0.3864   -0.6953 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -3.3210    0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -3.5334   -1.0701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0921    0.3700    3.1856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.2062    4.1766 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -0.6736    3.5215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1084   -2.3040    2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -0.9306    1.8152 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5265   -2.1385    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8130   -0.5620    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3120    0.5436   -0.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850   -1.7624   -1.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4544   -0.8513   -2.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8003    1.6307   -3.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9978   -0.0788   -4.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    0.6395   -5.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7314    2.0246   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    2.6624   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1236    2.1042   -0.1398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5028    2.0665   -1.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0285    0.8314   -2.2709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0844   -0.3385   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3895   -0.7815   -0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8166   -0.5831    1.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7236    0.6995    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4477    1.2798    2.9022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1700   -0.2279    1.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6621    1.1276    2.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6527    1.3913    0.8544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6908    3.2173    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4707    3.0652    0.6742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0344    3.3319    2.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5416   -2.2741   -0.4407 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0034   -1.8717   -2.1268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2879    0.1909   -1.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4505   -3.5330    0.9162 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3022   -3.7110    0.6496 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
  5 22  1  0
 22 23  2  0
 24 22  1  1
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 28 24  1  0
  1 29  1  0
  1 30  1  0
  3 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  5 36  1  1
  6 37  1  0
  9 38  1  6
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  1
 20 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 21 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 27 61  1  0
 27 62  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
N-[(1S)-2-Hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]-C-hydroxycarbonimidoyl}ethyl]-6-methylheptanimidate	Generator
1,2-Epoxy-2-hydroxymethyl-4-(N-isooctanoylserylamino)-6-methylhept-6-ene-3-one	MeSH

Chemical Formula

C₂₀H₃₄N₂O₆

Average Mass

398.5000 Da

Monoisotopic Mass

398.24169 Da

IUPAC Name

N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

Traditional Name

N-[(1S)-2-hydroxy-1-{[(2S)-1-[(2R)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]carbamoyl}ethyl]-6-methylheptanamide

CAS Registry Number

Not Available

SMILES

CC(C)CCCCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(C)=C)C(=O)[C@@]1(CO)CO1

InChI Identifier

InChI=1S/C20H34N2O6/c1-13(2)7-5-6-8-17(25)21-16(10-23)19(27)22-15(9-14(3)4)18(26)20(11-24)12-28-20/h13,15-16,23-24H,3,5-12H2,1-2,4H3,(H,21,25)(H,22,27)/t15-,16-,20+/m0/s1

InChI Key

ZPLVYYNMRMBNGE-TWOQFEAHSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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	NPAtlas	2106503
Streptomyces hygroscopicus	LOTUS Database	35616633
Streptomyces hygroscopicus No.P247-71 (ATCC 53709)	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Beta-hydroxy ketone
Fatty amide
N-acyl-amine
Fatty acyl
Secondary carboxylic acid amide
Carboxamide group
Ketone
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Oxirane
Ether
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Alcohol
Primary alcohol
Hydrocarbon derivative
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	0.41	ALOGPS
logP	0.91	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	12.15	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	128.26 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	103.85 m³·mol⁻¹	ChemAxon
Polarizability	43.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA020428

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8267816

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10092280

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Sugawara K, Hatori M, Nishiyama Y, Tomita K, Kamei H, Konishi M, Oki T: Eponemycin, a new antibiotic active against B16 melanoma. I. Production, isolation, structure and biological activity. J Antibiot (Tokyo). 1990 Jan;43(1):8-18. doi: 10.7164/antibiotics.43.8. [PubMed:2106503 ]

Showing NP-Card for Eponemycin (NP0009559)

MOL for NP0009559 (Eponemycin)

3D MOL for NP0009559 (Eponemycin)

3D SDF for NP0009559 (Eponemycin)

3D-SDF for NP0009559 (Eponemycin)

PDB for NP0009559 (Eponemycin)

3D PDB for NP0009559 (Eponemycin)

SMILES for NP0009559 (Eponemycin)

INCHI for NP0009559 (Eponemycin)

Structure for NP0009559 (Eponemycin)

3D Structure for NP0009559 (Eponemycin)