NP-MRD: Showing NP-Card for 4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol (NP0280098)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 05:43:08 UTC

Updated at

2022-09-09 05:43:09 UTC

NP-MRD ID

NP0280098

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol

Description

11-Methyl-4,18-bis(propan-2-yl)-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]Tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides. 4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol is found in Lissoclinum bistratum. 11-Methyl-4,18-bis(propan-2-yl)-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]Tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171511412D          

 34 37  0  0  0  0            999 V2000
    2.7470    0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1759    0.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513    1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624    2.2034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802    1.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8870    0.9718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5912    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3996    2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8062    2.7680    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2955    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5845    3.0401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2888    4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5710    4.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5642    5.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2752    5.9333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8464    5.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    6.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7600    6.6973    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4175    5.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353    5.5033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064    5.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    5.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132    4.6666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    4.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843    4.6548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089    3.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4619    2.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802    2.0946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335    2.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267    3.0166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9998    4.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9931    5.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7177    4.2951    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
  2  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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 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
 17 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  4 30  1  0  0  0  0
 30 31  2  0  0  0  0
 27 31  1  0  0  0  0
 13 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -5.0499   -2.6173   -0.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5816   -2.2308   -0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0701   -1.7771   -1.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3391   -1.3606    1.0607 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1567   -0.1489    1.1311 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1828    0.9552    0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3671    1.3158   -0.0902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0943    1.8337   -0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0594    2.3852   -1.4988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6203    3.2836   -1.4847 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181    2.9391    0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0800    2.1633    0.5528 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0929    3.3662    0.9416 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3237    4.7661    1.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2435    3.5905    0.1356 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5971    3.2931    0.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4431    4.2654    0.4878 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    1.9745    0.3661 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3070    1.4622    1.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4719    0.2137    0.7517 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.1113   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    0.9711   -0.4148 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -1.2822   -1.0508 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3813   -2.5928   -0.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7839   -2.7500    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1636   -3.6812   -1.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9129   -1.0528   -1.6016 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9523   -0.2048   -1.0024 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6980    0.9537   -1.5858 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1236   -0.3598    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4709    0.0580    1.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323   -0.2883    2.4179 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847   -0.9239    1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0980   -0.8464    0.1394 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4163   -2.6924    0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6707   -1.8280   -0.6055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1350   -3.5550   -0.6781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511   -3.2106    0.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9783   -0.6945   -1.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6754   -2.2178   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0270   -2.1815   -1.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -1.9610    1.9809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8380   -0.1468    1.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8116    2.2419   -2.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424    2.7823    1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5306    5.2039    2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1642    4.6509    2.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763    5.3812    0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0219    4.1192   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8249    2.0290    1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9897   -1.2690   -1.8791 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985   -2.6881    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8165   -3.7711    0.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5321   -2.8022   -0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0538   -2.0385    0.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6056   -4.4944   -0.8658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6548   -3.2998   -2.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1431   -4.1239   -1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6498   -1.5205   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3915    0.5248    1.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  0
 24 23  1  0
 23 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33  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  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
 21 23  1  0
 34 30  1  0
 12  8  1  0
 22 18  1  0
 25 53  1  0
 25 54  1  0
 25 55  1  0
 24 52  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
 23 51  1  6
 27 59  1  0
 31 60  1  0
  4 42  1  1
  5 43  1  0
  9 44  1  0
 13 45  1  1
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 19 50  1  0
  2 38  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 39  1  0
  3 40  1  0
  3 41  1  0
M  END


  Mrv1533004171511412D          

 34 37  0  0  0  0            999 V2000
    2.7470    0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1759    0.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4513    1.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1624    2.2034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8802    1.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8870    0.9718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5912    2.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3996    2.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8062    2.7680    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2955    3.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5845    3.0401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2888    4.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5710    4.6900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5642    5.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2752    5.9333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8464    5.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    6.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7600    6.6973    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4175    5.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1353    5.5033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7064    5.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    5.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132    4.6666    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021    4.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2843    4.6548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0089    3.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4619    2.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802    2.0946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7335    2.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267    3.0166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9998    4.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9931    5.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7177    4.2951    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
  2  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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 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
 17 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  4 30  1  0  0  0  0
 30 31  2  0  0  0  0
 27 31  1  0  0  0  0
 13 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0280098

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1NC(=O)C2=CSC(=N2)C(NC(=O)C2=CSC(=N2)C(C)NC(=O)C2=COC1=N2)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N6O4S2/c1-9(2)15-20-24-12(6-32-20)17(29)23-11(5)21-25-13(7-33-21)19(31)28-16(10(3)4)22-26-14(8-34-22)18(30)27-15/h6-11,15-16H,1-5H3,(H,23,29)(H,27,30)(H,28,31)

> <INCHI_KEY>
MGQOLXUQYDFTKZ-UHFFFAOYSA-N

> <FORMULA>
C22H26N6O4S2

> <MOLECULAR_WEIGHT>
502.61

> <EXACT_MASS>
502.145695689

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
50.97429780182731

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-methyl-4,18-bis(propan-2-yl)-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaene-2,9,16-trione

> <ALOGPS_LOGP>
2.69

> <JCHEM_LOGP>
2.5141788800000002

> <ALOGPS_LOGS>
-3.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.934165230948233

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.382958736829474

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8226059549704822

> <JCHEM_POLAR_SURFACE_AREA>
139.11

> <JCHEM_REFRACTIVITY>
125.2272

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaene-2,9,16-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.128   1.011   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.455   1.792   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.795   1.033   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.442   3.332   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.770   4.113   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       9.110   3.354   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.122   1.814   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      10.437   4.135   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.946   3.827   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0      12.705   5.167   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0      11.752   6.456   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      10.424   5.675   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      11.739   7.996   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      10.399   8.755   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      10.386  10.295   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      11.714  11.076   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.047  11.054   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.559  12.514   0.000  0.00  0.00           C+0
HETATM   19  S   UNK     0       7.019  12.502   0.000  0.00  0.00           S+0
HETATM   20  C   UNK     0       6.379  11.032   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       7.719  10.273   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       5.052  10.251   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.712  11.010   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.065   8.711   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       3.737   7.930   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.397   8.689   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.750   6.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.729   5.237   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.510   3.910   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.102   4.091   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       5.090   5.631   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      13.066   8.777   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.054  10.316   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.406   8.018   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   30                                                  
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   32                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20   17                                                       
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    4   31                                                  
CONECT   31   30   27                                                       
CONECT   32   13   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₆N₆O₄S₂

Average Mass

502.6100 Da

Monoisotopic Mass

502.14570 Da

IUPAC Name

11-methyl-4,18-bis(propan-2-yl)-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaene-2,9,16-trione

Traditional Name

4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaene-2,9,16-trione

CAS Registry Number

Not Available

SMILES

CC(C)C1NC(=O)C2=CSC(=N2)C(NC(=O)C2=CSC(=N2)C(C)NC(=O)C2=COC1=N2)C(C)C

InChI Identifier

InChI=1S/C22H26N6O4S2/c1-9(2)15-20-24-12(6-32-20)17(29)23-11(5)21-25-13(7-33-21)19(31)28-16(10(3)4)22-26-14(8-34-22)18(30)27-15/h6-11,15-16H,1-5H3,(H,23,29)(H,27,30)(H,28,31)

InChI Key

MGQOLXUQYDFTKZ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lissoclinum bistratum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolactams. These are cyclic amides of amino carboxylic acids, having a 1-azacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring. They are nitrogen analogues (the a nitrogen atom replacing the o atom of the cyclic carboxylic acid group ) of the naturally occurring macrolides.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolactams

Sub Class

Not Available

Direct Parent

Macrolactams

Alternative Parents

Substituents

Macrolactam
2-heteroaryl carboxamide
Thiazolecarboxylic acid or derivatives
Azole
Oxazole
Thiazole
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
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	2.69	ALOGPS
logP	2.51	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	9.38	ChemAxon
pKa (Strongest Basic)	-0.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.11 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	125.23 m³·mol⁻¹	ChemAxon
Polarizability	50.97 Å³	ChemAxon
Number of Rings	4	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

73308992

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol (NP0280098)

MOL for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

3D MOL for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

3D SDF for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

3D-SDF for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

PDB for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

3D PDB for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

SMILES for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

INCHI for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

Structure for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)

3D Structure for NP0280098 (4,18-diisopropyl-11-methyl-6-oxa-13,20-dithia-3,10,17,22,23,24-hexaazatetracyclo[17.2.1.1⁵,⁸.1¹²,¹⁵]tetracosa-1(21),2,5(24),7,9,12(23),14,16,19(22)-nonaene-2,9,16-triol)