NP-MRD: Showing NP-Card for 3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid (NP0318903)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 19:40:12 UTC

Updated at

2022-09-11 19:40:12 UTC

NP-MRD ID

NP0318903

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid

Description

3-[1,4,7,16,19-Pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-21-methyl-12-nonyl-10,22-dioxo-9-(propan-2-yl)-3H,6H,9H,10H,12H,13H,14H,15H,18H,21H,22H,24H,25H,26H,26aH-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. 3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid is found in Simplicillium lamellicola. Based on a literature review very few articles have been published on 3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-21-methyl-12-nonyl-10,22-dioxo-9-(propan-2-yl)-3H,6H,9H,10H,12H,13H,14H,15H,18H,21H,22H,24H,25H,26H,26aH-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309112221402D          

 63 65  0  0  0  0            999 V2000
   -3.5724   -4.5375    0.0000 C   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
   -2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5362   -6.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9293   -8.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4143   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9293  -10.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9513  -10.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3229   -6.1013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  4  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  4  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
 44 45  1  4  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 47 52  1  0  0  0  0
 52 53  1  0  0  0  0
 45 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 56 57  1  4  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 57 61  1  0  0  0  0
 61 62  2  0  0  0  0
 61 63  1  0  0  0  0
 10 63  1  0  0  0  0
M  END


  Mrv1652309112221402D          

 63 65  0  0  0  0            999 V2000
   -3.5724   -4.5375    0.0000 C   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
   -2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5362   -6.6862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9293   -8.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4143   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9293  -10.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -12.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9513  -10.6537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3229   -6.1013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 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
 14 16  2  0  0  0  0
 16 17  1  4  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 17 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  4  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 28 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  4  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 36 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
 44 45  1  4  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  2  0  0  0  0
 47 52  1  0  0  0  0
 52 53  1  0  0  0  0
 45 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 56 57  1  4  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 58 60  1  0  0  0  0
 57 61  1  0  0  0  0
 61 62  2  0  0  0  0
 61 63  1  0  0  0  0
 10 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318903

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCC1CCCC(O)=NC(C(C)O)C(O)=NC(C)C(=O)N2CCCC2C(O)=NC(CCC(O)=N)C(O)=NC(CC2=CC=CC=C2O)C(O)=NC(C(C)C)C(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C45H71N7O11/c1-6-7-8-9-10-11-12-18-31-19-15-22-37(56)50-39(29(5)53)43(60)47-28(4)44(61)52-25-16-20-34(52)42(59)48-32(23-24-36(46)55)40(57)49-33(26-30-17-13-14-21-35(30)54)41(58)51-38(27(2)3)45(62)63-31/h13-14,17,21,27-29,31-34,38-39,53-54H,6-12,15-16,18-20,22-26H2,1-5H3,(H2,46,55)(H,47,60)(H,48,59)(H,49,57)(H,50,56)(H,51,58)

> <INCHI_KEY>
GKEPDKSOCWEGIT-UHFFFAOYSA-N

> <FORMULA>
C45H71N7O11

> <MOLECULAR_WEIGHT>
886.101

> <EXACT_MASS>
885.521156134

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
134

> <JCHEM_AVERAGE_POLARIZABILITY>
95.3244225961885

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-21-methyl-12-nonyl-10,22-dioxo-9-(propan-2-yl)-3H,6H,9H,10H,12H,13H,14H,15H,18H,21H,22H,24H,25H,26H,26aH-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid

> <JCHEM_LOGP>
4.409580826523677

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.055909000855833

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.6488223657994663

> <JCHEM_PKA_STRONGEST_BASIC>
12.583465629625017

> <JCHEM_POLAR_SURFACE_AREA>
294.09999999999997

> <JCHEM_REFRACTIVITY>
245.24810000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3H,6H,9H,12H,13H,14H,15H,18H,21H,24H,25H,26H,26aH-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.668  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       9.336 -10.010   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669 -10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.201 -12.481   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      10.669 -13.860   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337 -13.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.003 -16.170   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      10.669 -16.940   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      13.337 -16.940   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      14.801 -16.464   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.707 -17.710   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.801 -18.956   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.003 -19.250   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      12.003 -20.790   0.000  0.00  0.00           O+0
HETATM   35  N   UNK     0      10.669 -18.480   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       9.336 -19.250   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.336 -20.790   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.002 -21.560   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.002 -23.100   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0       9.336 -23.870   0.000  0.00  0.00           N+0
HETATM   41  O   UNK     0       6.668 -23.870   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.002 -18.480   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       7.376 -19.887   0.000  0.00  0.00           O+0
HETATM   44  N   UNK     0       8.002 -16.940   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0       6.668 -16.170   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.335 -18.480   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       6.668 -19.250   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       6.668 -20.790   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       5.335 -21.560   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       4.001 -20.790   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       4.001 -19.250   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       2.667 -18.480   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       8.002 -13.860   0.000  0.00  0.00           O+0
HETATM   56  N   UNK     0       5.335 -13.860   0.000  0.00  0.00           N+0
HETATM   57  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       4.001 -13.090   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       2.469 -11.389   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   63                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   17   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   28   33                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   42                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   36   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46   54                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   52                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   47   53                                                  
CONECT   53   52                                                            
CONECT   54   45   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56   58   61                                                  
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58                                                            
CONECT   61   57   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   10                                                       
MASTER        0    0    0    0    0    0    0    0   63    0  130    0
END

View in JSmol

Synonyms

Value	Source
3-[1,4,7,16,19-Pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-21-methyl-12-nonyl-10,22-dioxo-9-(propan-2-yl)-3H,6H,9H,10H,12H,13H,14H,15H,18H,21H,22H,24H,25H,26H,26ah-pyrrolo[2,1-L]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidate	Generator

Chemical Formula

C₄₅H₇₁N₇O₁₁

Average Mass

886.1010 Da

Monoisotopic Mass

885.52116 Da

IUPAC Name

3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-21-methyl-12-nonyl-10,22-dioxo-9-(propan-2-yl)-3H,6H,9H,10H,12H,13H,14H,15H,18H,21H,22H,24H,25H,26H,26aH-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid

Traditional Name

3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3H,6H,9H,12H,13H,14H,15H,18H,21H,24H,25H,26H,26aH-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC1CCCC(O)=NC(C(C)O)C(O)=NC(C)C(=O)N2CCCC2C(O)=NC(CCC(O)=N)C(O)=NC(CC2=CC=CC=C2O)C(O)=NC(C(C)C)C(=O)O1

InChI Identifier

InChI=1S/C45H71N7O11/c1-6-7-8-9-10-11-12-18-31-19-15-22-37(56)50-39(29(5)53)43(60)47-28(4)44(61)52-25-16-20-34(52)42(59)48-32(23-24-36(46)55)40(57)49-33(26-30-17-13-14-21-35(30)54)41(58)51-38(27(2)3)45(62)63-31/h13-14,17,21,27-29,31-34,38-39,53-54H,6-12,15-16,18-20,22-26H2,1-5H3,(H2,46,55)(H,47,60)(H,48,59)(H,49,57)(H,50,56)(H,51,58)

InChI Key

GKEPDKSOCWEGIT-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Simplicillium lamellicola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Alpha-amino acid ester
Macrolactam
Alpha-amino acid or derivatives
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Fatty amide
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Primary carboxylic acid amide
Carboxylic acid ester
Lactam
Lactone
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic nitrogen compound
Alcohol
Organic oxide
Carbonyl group
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.41	ChemAxon
pKa (Strongest Acidic)	-0.65	ChemAxon
pKa (Strongest Basic)	12.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	294.1 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	245.25 m³·mol⁻¹	ChemAxon
Polarizability	95.32 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

168853

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

194619

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid (NP0318903)

MOL for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

3D MOL for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

3D SDF for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

3D-SDF for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

PDB for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

3D PDB for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

SMILES for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

INCHI for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

Structure for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)

3D Structure for NP0318903 (3-[1,4,7,16,19-pentahydroxy-18-(1-hydroxyethyl)-6-[(2-hydroxyphenyl)methyl]-9-isopropyl-21-methyl-12-nonyl-10,22-dioxo-3h,6h,9h,12h,13h,14h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[2,1-l]1-oxa-4,7,10,13,16,19-hexaazacyclotetracosan-3-yl]propanimidic acid)