NP-MRD: Showing NP-Card for (1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate (NP0318968)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 19:45:45 UTC

Updated at

2022-09-11 19:45:45 UTC

NP-MRD ID

NP0318968

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate

Description

UNII-VPJ3BS923N belongs to the class of organic compounds known as epipolythiodioxopiperazines. Epipolythiodioxopiperazines are compounds containing an epipolythiodioxopiperazine moiety, which consists of a 2,3-dithia-5,7-diazabicyclo[2.2.2]Octane-6,8-dione ring system. One distinct characteristics of Epipolythiodioxopiperazines is the presence of unique di- or polysulfide bridges. Based on a literature review very few articles have been published on UNII-VPJ3BS923N.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112221452D          

 34 39  0  0  1  0            999 V2000
    8.1402    4.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5857    4.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4098    4.1693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2071    3.3976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6527    2.7033    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4716    2.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0604    2.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9758    1.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2815    0.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5002    1.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7983    0.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597    1.1987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3457    1.5153    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322    2.2125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9126    2.5264    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2071    3.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4893    2.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7134    2.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0104    2.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097    1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871    1.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.0930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7396    0.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3467   -0.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7785   -1.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.3579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7538    1.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6082    1.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1693    0.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    0.1493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7922    2.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0408    3.5865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3608    2.0631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2204    2.0006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  6  0  0  0
 15 28  1  1  0  0  0
 28 29  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  2  0  0  0  0
 15 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 12 33  1  1  0  0  0
 34 33  1  6  0  0  0
 10 34  1  0  0  0  0
  5 34  1  0  0  0  0
M  END

     RDKit          3D

 54 59  0  0  0  0  0  0  0  0999 V2000
    3.2566    1.5603    3.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5239    1.1312    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8133    1.9495    0.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4654   -0.1986    1.3032 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7072   -0.6487   -0.0004 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9006   -1.5127   -0.1184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3075   -2.1206   -1.2134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737   -2.1384   -2.5219 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.4699   -2.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5708   -1.1180   -2.0616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3143   -0.4179   -2.4133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6309   -0.1570   -1.1541 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7641    1.5700   -0.5459 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1568    1.3729    1.4085 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6579   -0.3934    1.3755 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4942   -0.7949    2.5026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923   -0.7652    2.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0129   -0.8453    2.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3566   -0.8240    2.3172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7655   -0.5836    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0873    0.0061    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6886    0.5492    0.1622 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2649    1.2194   -0.9782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9824    2.5788   -0.9604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253    3.3176   -2.1777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1279    3.1875    0.1474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8243   -0.6240    0.5430 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4686   -0.5085    0.1514 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8165   -0.4877   -1.1104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4027   -0.7332   -2.1731 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5509   -1.1824    1.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0117   -2.0462    1.9330 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2612   -0.9649   -0.1088 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5258   -1.3736   -0.6065 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3862    1.0397    3.5308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2063    1.3605    3.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0697    2.6321    3.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9422    0.2747   -0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5207   -1.6882    0.7405 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2050   -2.7139   -1.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4220   -1.1957   -3.8892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7051   -0.9807   -3.1559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5891    0.5635   -2.8970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308   -1.7816    2.9450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147   -0.0470    3.3197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8135   -0.9450    3.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7442   -0.9038    0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5340    0.1155   -0.9457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7456    1.2689    1.0065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4679    3.5911   -2.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    4.2631   -1.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8947    2.6505   -2.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2483   -1.5539    0.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6850   -2.4839   -0.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 12 11  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 22 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 15 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34  5  1  0
 34 10  1  0
 29 12  1  0
 33 12  1  0
 28 15  1  0
 27 17  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  5 38  1  6
  6 39  1  0
  7 40  1  0
  9 41  1  0
 11 42  1  0
 11 43  1  0
 16 44  1  0
 16 45  1  0
 18 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  1
 25 50  1  0
 25 51  1  0
 25 52  1  0
 27 53  1  6
 34 54  1  6
M  END


  Mrv1652309112221452D          

 34 39  0  0  1  0            999 V2000
    8.1402    4.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5857    4.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4098    4.1693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2071    3.3976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6527    2.7033    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4716    2.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0604    2.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9758    1.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2815    0.9594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5002    1.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7983    0.7619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0597    1.1987    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3457    1.5153    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6322    2.2125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9126    2.5264    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2071    3.0023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4893    2.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7134    2.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0104    2.4171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9097    1.5983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871    1.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078    1.0930    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7396    0.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3467   -0.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7785   -1.0384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.3579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7538    1.7870    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6082    1.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1693    0.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9142    0.1493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7922    2.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0408    3.5865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3608    2.0631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2204    2.0006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 22 27  1  0  0  0  0
 17 27  1  0  0  0  0
 27 28  1  6  0  0  0
 15 28  1  1  0  0  0
 28 29  1  0  0  0  0
 12 29  1  0  0  0  0
 29 30  2  0  0  0  0
 15 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 12 33  1  1  0  0  0
 34 33  1  6  0  0  0
 10 34  1  0  0  0  0
  5 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0318968

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1C=COC=C2C[C@@]34SS[C@]5(CC6=COC=C[C@H](OC(C)=O)[C@H]6N5C3=O)C(=O)N4[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C22H20N2O8S2/c1-11(25)31-15-3-5-29-9-13-7-21-20(28)24-18-14(10-30-6-4-16(18)32-12(2)26)8-22(24,34-33-21)19(27)23(21)17(13)15/h3-6,9-10,15-18H,7-8H2,1-2H3/t15-,16-,17-,18-,21+,22+/m0/s1

> <INCHI_KEY>
OHTZNUUGYPDWEB-NEEVBFIGSA-N

> <FORMULA>
C22H20N2O8S2

> <MOLECULAR_WEIGHT>
504.53

> <EXACT_MASS>
504.06610796

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
46.71290310395989

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4S,5S,12R,15S,16S)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0^{1,14}.0^{3,12}.0^{4,10}.0^{15,21}]tetracosa-6,9,17,20-tetraen-5-yl acetate

> <JCHEM_LOGP>
0.4071019946666657

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.850951987293593

> <JCHEM_POLAR_SURFACE_AREA>
111.67999999999999

> <JCHEM_REFRACTIVITY>
120.86499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,5S,12R,15S,16S)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0^{1,14}.0^{3,12}.0^{4,10}.0^{15,21}]tetracosa-6,9,17,20-tetraen-5-yl acetate

> <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      15.195   9.007   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.027   7.711   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      17.565   7.783   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      15.320   6.342   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      16.152   5.046   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.680   5.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.779   4.154   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      18.622   2.623   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      17.325   1.791   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.867   2.286   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.557   1.422   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.178   2.237   0.000  0.00  0.00           C+0
HETATM   13  S   UNK     0      11.845   2.828   0.000  0.00  0.00           S+0
HETATM   14  S   UNK     0      12.380   4.130   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0      11.037   4.716   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.720   5.604   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.380   4.794   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.932   5.318   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.620   4.512   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       5.431   2.983   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.509   1.883   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.041   2.040   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       8.847   0.728   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.114  -0.626   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.920  -1.938   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.574  -0.668   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       8.874   3.336   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      10.469   3.113   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      11.516   1.743   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      11.040   0.279   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      12.679   5.226   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      13.143   6.695   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      13.740   3.851   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      15.345   3.734   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   34                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   34                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   29   33                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   28   31                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22   17   28                                                  
CONECT   28   27   15   29                                                  
CONECT   29   28   12   30                                                  
CONECT   30   29                                                            
CONECT   31   15   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   12   34                                                  
CONECT   34   33   10    5                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₀N₂O₈S₂

Average Mass

504.5300 Da

Monoisotopic Mass

504.06611 Da

IUPAC Name

(1R,4S,5S,12R,15S,16S)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0^{1,14}.0^{3,12}.0^{4,10}.0^{15,21}]tetracosa-6,9,17,20-tetraen-5-yl acetate

Traditional Name

(1R,4S,5S,12R,15S,16S)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0^{1,14}.0^{3,12}.0^{4,10}.0^{15,21}]tetracosa-6,9,17,20-tetraen-5-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1C=COC=C2C[C@@]34SS[C@]5(CC6=COC=C[C@H](OC(C)=O)[C@H]6N5C3=O)C(=O)N4[C@H]12

InChI Identifier

InChI=1S/C22H20N2O8S2/c1-11(25)31-15-3-5-29-9-13-7-21-20(28)24-18-14(10-30-6-4-16(18)32-12(2)26)8-22(24,34-33-21)19(27)23(21)17(13)15/h3-6,9-10,15-18H,7-8H2,1-2H3/t15-,16-,17-,18-,21+,22+/m0/s1

InChI Key

OHTZNUUGYPDWEB-NEEVBFIGSA-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 epipolythiodioxopiperazines. Epipolythiodioxopiperazines are compounds containing an epipolythiodioxopiperazine moiety, which consists of a 2,3-dithia-5,7-diazabicyclo[2.2.2]Octane-6,8-dione ring system. One distinct characteristics of Epipolythiodioxopiperazines is the presence of unique di- or polysulfide bridges.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Epipolythiodioxopiperazines

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Epipolythiodioxopiperazine
N-alkylpiperazine
Dicarboxylic acid or derivatives
Dithiazinane
Tertiary carboxylic acid amide
Pyrrolidine
Carboxamide group
Carboxylic acid ester
Lactam
Organic disulfide
Carboxylic acid derivative
Oxacycle
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.41	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	120.86 m³·mol⁻¹	ChemAxon
Polarizability	46.71 Å³	ChemAxon
Number of Rings	6	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

10391845

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21769420

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate (NP0318968)

MOL for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

3D MOL for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

3D SDF for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

3D-SDF for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

PDB for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

3D PDB for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

SMILES for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

INCHI for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

Structure for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)

3D Structure for NP0318968 ((1r,4s,5s,12r,15s,16s)-16-(acetyloxy)-2,13-dioxo-8,19-dioxa-23,24-dithia-3,14-diazahexacyclo[10.10.2.0¹,¹⁴.0³,¹².0⁴,¹⁰.0¹⁵,²¹]tetracosa-6,9,17,20-tetraen-5-yl acetate)