NP-MRD: Showing NP-Card for 8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione (NP0292742)

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 00:25:08 UTC

Updated at

2022-09-10 00:25:08 UTC

NP-MRD ID

NP0292742

Secondary Accession Numbers

None

Natural Product Identification

Common Name

8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione

Description

8-Benzyl-4,17-dihydroxy-2,6,9,11,14-pentamethyl-5-(propan-2-yl)-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]Henicosa-1(21),3,16,18-tetraene-7,10,13-trione 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. 8-Benzyl-4,17-dihydroxy-2,6,9,11,14-pentamethyl-5-(propan-2-yl)-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]Henicosa-1(21),3,16,18-tetraene-7,10,13-trione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251511052D          

 44 46  0  0  0  0            999 V2000
    1.2223   -3.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527   -2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2584   -2.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888   -1.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402   -0.5164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684   -0.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072    0.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745    0.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421    0.5990    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    1.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3029    0.8170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6472    1.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    0.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928    2.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169    2.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953    1.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625    2.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    3.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    4.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599    3.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1866    2.8272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6322    3.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5650    2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2545    2.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1194    1.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9435    1.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3891    2.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0107    2.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4563    3.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804    3.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588    2.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132    2.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979    0.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220    0.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0523   -0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4308   -0.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282    0.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497    0.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7826   -0.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585   -0.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5800    0.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129   -1.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8914   -2.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 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
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
  4 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END

     RDKit          3D

 89 91  0  0  0  0  0  0  0  0999 V2000
    7.9711   -0.6079   -0.6657 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4454   -0.5241   -0.6609 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9907    0.3594    0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5334    0.5693    0.6004 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3172    1.5007    1.7368 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9908    2.8580    1.5257 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5343    3.7142    2.3009 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0634    3.3385    0.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2213    4.5221   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8446    4.4724   -1.2695 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.1892    2.9713   -0.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0386    2.6088    0.1660 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0228    2.2090   -1.1691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9096    3.1588   -1.9289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6130    1.5763   -0.0378 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435    1.8255    0.5915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7709    2.0917    1.8494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1736    1.8248    0.0318 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1049    2.7914    0.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5330    4.2126    0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    2.4641    2.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8034    0.4950   -0.0448 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    0.4812   -0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3411   -0.6854    0.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1710   -1.1374    1.4544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412   -1.4925    0.4100 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5660   -2.9362    0.1561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3553   -3.1492   -1.0407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7248   -3.1402   -0.9956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4873   -3.3366   -2.1591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8606   -3.5408   -3.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4880   -3.5526   -3.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7483   -3.3583   -2.2706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2154   -1.5283    1.5113 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6877   -1.1650    2.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1517   -1.8963    1.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8841   -1.9564    2.4793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8084   -2.2266    0.1363 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4931   -3.5757    0.3259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6098   -1.2415   -0.4025 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9230   -1.0040   -0.4584 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -1.0577   -1.5229 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -0.6491    0.7866 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3919   -1.8647    1.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3113   -1.6458   -0.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3953   -0.2555   -1.6312 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3598   -0.0124    0.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490   -0.1445   -1.6702 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0762   -1.5554   -0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650    1.3724    0.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4953    0.0145    1.3735 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601    1.0888   -0.3228 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4253    1.0848    2.6813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9866    5.2971   -0.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3531    1.4608   -1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796    3.8623   -2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    2.6505   -2.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4777    3.8539   -1.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0009    0.7899    0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1467    2.1905   -1.0081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1181    2.8123    0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4726    4.2441    0.9514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1636    4.9224    1.2506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6158    4.5112   -0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6093    3.1263    2.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9334    1.4281    2.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2918    2.6566    2.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5770    1.4068   -0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7413    0.2220   -1.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7527   -0.2935   -0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5719   -1.2491   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079   -3.2097    1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7412   -3.6604    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3199   -2.9957   -0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5561   -3.3341   -2.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4246   -3.6986   -4.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9333   -3.7081   -4.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6882   -3.3634   -2.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4661   -0.4009    2.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9500   -2.0655    3.4343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8196   -0.7030    3.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0303   -2.4414   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0027   -3.5341    1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6789   -4.3374    0.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1364   -3.7697   -0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9386   -0.3643    1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8281   -2.2610    2.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4139   -1.6780    1.6918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3705   -2.7327    0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 26 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  1  0
 43  4  1  0
 12  8  1  0
 33 28  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  2 48  1  0
  2 49  1  0
  3 50  1  0
  3 51  1  0
  4 52  1  6
  5 53  1  0
  9 54  1  0
 13 55  1  6
 14 56  1  0
 14 57  1  0
 14 58  1  0
 15 59  1  0
 18 60  1  6
 19 61  1  0
 20 62  1  0
 20 63  1  0
 20 64  1  0
 21 65  1  0
 21 66  1  0
 21 67  1  0
 23 68  1  0
 23 69  1  0
 23 70  1  0
 26 71  1  6
 27 72  1  0
 27 73  1  0
 29 74  1  0
 30 75  1  0
 31 76  1  0
 32 77  1  0
 33 78  1  0
 35 79  1  0
 35 80  1  0
 35 81  1  0
 38 82  1  6
 39 83  1  0
 39 84  1  0
 39 85  1  0
 43 86  1  1
 44 87  1  0
 44 88  1  0
 44 89  1  0
M  END


  Mrv1533004251511052D          

 44 46  0  0  0  0            999 V2000
    1.2223   -3.4321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6527   -2.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2584   -2.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888   -1.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402   -0.5164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684   -0.2249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211   -0.6779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5072    0.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745    0.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8421    0.5990    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.8231    1.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3029    0.8170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6472    1.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0256    0.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0928    2.2104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9169    2.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953    1.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625    2.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    3.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4296    4.2933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599    3.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1866    2.8272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6322    3.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5650    2.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2545    2.5472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1194    1.3999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9435    1.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3891    2.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0107    2.7885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4563    3.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804    3.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6588    2.7109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2132    2.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979    0.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3220    0.6280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0523   -0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4308   -0.7606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2282    0.0113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497    0.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7826   -0.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585   -0.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5800    0.0888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5129   -1.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8914   -2.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 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
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 28 33  1  0  0  0  0
 26 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
  4 43  1  0  0  0  0
 43 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0292742

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC1NC(=O)C2=CSC(=N2)C(C)NC(=O)C(C(C)C)N(C)C(=O)C(CC2=CC=CC=C2)N(C)C(=O)C(C)OC(=O)C1C

> <INCHI_IDENTIFIER>
InChI=1S/C32H45N5O6S/c1-9-13-23-19(4)32(42)43-21(6)30(40)36(7)25(16-22-14-11-10-12-15-22)31(41)37(8)26(18(2)3)28(39)33-20(5)29-35-24(17-44-29)27(38)34-23/h10-12,14-15,17-21,23,25-26H,9,13,16H2,1-8H3,(H,33,39)(H,34,38)

> <INCHI_KEY>
LKFYCKOJWDHZOF-UHFFFAOYSA-N

> <FORMULA>
C32H45N5O6S

> <MOLECULAR_WEIGHT>
627.8

> <EXACT_MASS>
627.309055363

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
65.65859377461402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-benzyl-2,6,9,11,14-pentamethyl-5-(propan-2-yl)-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),18-diene-4,7,10,13,17-pentone

> <ALOGPS_LOGP>
3.58

> <JCHEM_LOGP>
3.6545224696666665

> <ALOGPS_LOGS>
-5.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.402583024191301

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.45549102732723

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1053909161986257

> <JCHEM_POLAR_SURFACE_AREA>
138.01000000000002

> <JCHEM_REFRACTIVITY>
166.21660000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-benzyl-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),18-diene-4,7,10,13,17-pentone

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       2.282  -6.407   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.085  -5.093   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.349  -3.740   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.152  -2.426   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.315  -0.964   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.874  -0.420   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.413  -1.265   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.947   1.119   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.192   0.213   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0       3.439   1.118   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0       3.403   2.902   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.432   1.525   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       4.941   2.830   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.648   1.462   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       5.773   4.126   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       7.311   4.054   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.018   2.685   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.143   5.350   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.437   6.718   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.269   8.014   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.898   6.791   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       9.682   5.277   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      10.513   6.574   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.388   3.909   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.675   4.755   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       9.556   2.613   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.095   2.541   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.926   3.837   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      11.220   5.205   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      12.052   6.501   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.590   6.429   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.296   5.060   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.465   3.764   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      10.263   1.245   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0      11.801   1.172   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.431  -0.051   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      10.137  -1.420   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       7.893   0.021   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.186   1.389   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       7.061  -1.275   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       5.523  -1.203   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.816   0.166   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       4.691  -2.499   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.397  -3.867   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   43                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11    8                                                       
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   34                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   28                                                       
CONECT   34   26   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41    4   44                                                  
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₂H₄₅N₅O₆S

Average Mass

627.8000 Da

Monoisotopic Mass

627.30906 Da

IUPAC Name

8-benzyl-2,6,9,11,14-pentamethyl-5-(propan-2-yl)-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),18-diene-4,7,10,13,17-pentone

Traditional Name

8-benzyl-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),18-diene-4,7,10,13,17-pentone

CAS Registry Number

Not Available

SMILES

CCCC1NC(=O)C2=CSC(=N2)C(C)NC(=O)C(C(C)C)N(C)C(=O)C(CC2=CC=CC=C2)N(C)C(=O)C(C)OC(=O)C1C

InChI Identifier

InChI=1S/C32H45N5O6S/c1-9-13-23-19(4)32(42)43-21(6)30(40)36(7)25(16-22-14-11-10-12-15-22)31(41)37(8)26(18(2)3)28(39)33-20(5)29-35-24(17-44-29)27(38)34-23/h10-12,14-15,17-21,23,25-26H,9,13,16H2,1-8H3,(H,33,39)(H,34,38)

InChI Key

LKFYCKOJWDHZOF-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

Not Available

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
Macrolactam
Macrolide
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Azole
Heteroaromatic compound
Cyclic carboximidic acid
Thiazole
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organic oxide
Organooxygen compound
Organic nitrogen compound
Organonitrogen 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	3.58	ALOGPS
logP	3.65	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	12.46	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	138.01 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	166.22 m³·mol⁻¹	ChemAxon
Polarizability	65.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	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

73837267

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione (NP0292742)

MOL for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

3D MOL for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

3D SDF for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

3D-SDF for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

PDB for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

3D PDB for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

SMILES for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

INCHI for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

Structure for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)

3D Structure for NP0292742 (8-benzyl-4,17-dihydroxy-5-isopropyl-2,6,9,11,14-pentamethyl-15-propyl-12-oxa-20-thia-3,6,9,16,21-pentaazabicyclo[16.2.1]henicosa-1(21),3,16,18-tetraene-7,10,13-trione)