NP-MRD: Showing NP-Card for 4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one (NP0328158)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 11:22:43 UTC

Updated at

2022-09-12 11:22:44 UTC

NP-MRD ID

NP0328158

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one

Description

5-{[11-(Butan-2-yl)-2,9,16-trihydroxy-4,7-dimethyl-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)-nonaen-18-yl]methyl}-4-hydroxy-1-methyl-2,5-dihydro-1H-imidazol-2-one 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. 5-{[11-(Butan-2-yl)-2,9,16-trihydroxy-4,7-dimethyl-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)-nonaen-18-yl]methyl}-4-hydroxy-1-methyl-2,5-dihydro-1H-imidazol-2-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161508562D          

 42 46  0  0  0  0            999 V2000
    4.1827   -0.2715    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
    3.4581    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470    0.5417    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
    5.5845    3.0401    0.0000 N   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
    6.8062    2.7680    0.0000 O   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
    6.7413    1.2993    0.0000 C   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
    6.9998    4.7017    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
    1.9818    6.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3104    7.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279    6.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    7.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839    7.9960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452    7.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    6.9650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685    8.6527    0.0000 O   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 S   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  2  0  0  0  0
 13 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  2  0  0  0  0
 30 34  1  0  0  0  0
 25 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
  5 41  1  0  0  0  0
 41 42  2  0  0  0  0
 38 42  1  0  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -5.5166    1.8119    1.3872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3029    1.3238    0.6167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0997    2.1266    1.0563 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9457    1.8893    2.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8763    1.7182    0.2772 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1409    1.9554   -1.1202 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205    1.0198   -2.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9938    1.3777   -3.2377 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7474   -0.4261   -1.8189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8915   -1.1210   -1.0598 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779   -2.3817   -1.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565   -2.4947   -1.7731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6918   -1.3364   -2.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8593   -1.0351   -3.1612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4939   -3.4099   -0.2575 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0969   -3.5173   -0.7553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6468   -3.1849    1.1523 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6872   -3.3940    2.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0168   -4.0078    3.2498 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7291   -2.9451    2.0836 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145   -3.6407    2.5849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1198   -2.6065    2.1655 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2233   -1.3819    1.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9956   -1.8153    1.4963 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5601   -0.0545    0.7093 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5499   -0.3965   -0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0338    0.7149   -1.2076 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9669    1.6763   -0.5812 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2463    1.9935    0.5870 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6028    2.2819   -1.7427 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5942    1.4007   -2.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0991    1.5497   -4.0126 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9701    0.2107   -2.2552 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1604   -1.1569   -2.6646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    0.7644    1.7734 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5429    1.9949    2.2428 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0899    2.5767    3.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3829    2.7094    1.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2723    4.0771    1.4548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2784    4.1991    0.7433 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848    2.5297    0.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3685    1.9921    1.2611 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4316    1.5447    2.4392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4018    1.4344    0.8690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5065    2.9196    1.3229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1950    0.2400    0.8162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4743    1.4461   -0.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3260    3.2015    0.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6582    2.5875    3.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9366    2.2230    2.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128    0.8817    2.8596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6735    0.6562    0.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9627    2.9292   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3562   -1.9612   -3.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5891   -0.3699   -3.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5815   -0.4730   -2.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9698   -4.4190   -0.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5084   -4.0972   -0.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1205   -4.1483   -1.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3466   -2.5594   -1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5996   -2.8264    1.4695 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356   -4.6072    3.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6277    0.3326    0.2402 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1580   -1.2407   -1.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4434   -0.8334    0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2345    1.2151   -1.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0969    1.7105   -4.1539 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0399   -1.2249   -3.3028 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3517   -1.8352   -1.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2987   -1.5555   -3.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9117    0.3799    2.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920    4.8617    1.7008 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 13  2  0
 13 14  1  0
 13 12  1  0
 12 11  1  0
 11 10  2  0
 11 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 33  1  0
 33 34  1  0
 33 31  1  0
 31 32  1  0
 31 30  2  0
 30 28  1  0
 28 29  2  0
 25 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  1  0
 41 42  2  0
 41  5  1  0
 10  9  1  0
 24 20  1  0
 28 27  1  0
 42 38  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  1
  4 49  1  0
  4 50  1  0
  4 51  1  0
  5 52  1  6
  6 53  1  0
 14 54  1  0
 14 55  1  0
 14 56  1  0
 15 57  1  1
 16 58  1  0
 16 59  1  0
 16 60  1  0
 17 61  1  0
 21 62  1  0
 25 63  1  6
 26 64  1  0
 26 65  1  0
 27 66  1  6
 34 68  1  0
 34 69  1  0
 34 70  1  0
 32 67  1  0
 35 71  1  0
 39 72  1  0
M  END


  Mrv1533004161508562D          

 42 46  0  0  0  0            999 V2000
    4.1827   -0.2715    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
    3.4581    0.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7470    0.5417    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
    5.5845    3.0401    0.0000 N   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
    6.8062    2.7680    0.0000 O   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
    6.7413    1.2993    0.0000 C   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
    6.9998    4.7017    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
    1.9818    6.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3104    7.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5279    6.9412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5589    7.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839    7.9960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6452    7.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4319    6.9650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0685    8.6527    0.0000 O   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 S   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 13  2  0  0  0  0
 13 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 20 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  2  0  0  0  0
 30 34  1  0  0  0  0
 25 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
  5 41  1  0  0  0  0
 41 42  2  0  0  0  0
 38 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0328158

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C1NC(=O)C2=C(C)OC(=N2)C(C)NC(=O)C2=CSC(=N2)C(CC2N(C)C(O)=NC2=O)NC(=O)C2=CSC1=N2

> <INCHI_IDENTIFIER>
InChI=1S/C26H30N8O6S2/c1-6-10(2)17-25-30-15(9-42-25)20(36)28-13(7-16-21(37)33-26(39)34(16)5)24-29-14(8-41-24)19(35)27-11(3)23-32-18(12(4)40-23)22(38)31-17/h8-11,13,16-17H,6-7H2,1-5H3,(H,27,35)(H,28,36)(H,31,38)(H,33,37,39)

> <INCHI_KEY>
YMVUMOCTCMIYEH-UHFFFAOYSA-N

> <FORMULA>
C26H30N8O6S2

> <MOLECULAR_WEIGHT>
614.7

> <EXACT_MASS>
614.172973066

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
61.98031919406283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-(butan-2-yl)-18-[(2-hydroxy-1-methyl-4-oxo-4,5-dihydro-1H-imidazol-5-yl)methyl]-4,7-dimethyl-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>
2.03

> <JCHEM_LOGP>
1.3047531776666665

> <ALOGPS_LOGS>
-3.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.46754497713112

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.668917963572567

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8283324664142705

> <JCHEM_POLAR_SURFACE_AREA>
192.01

> <JCHEM_REFRACTIVITY>
150.53789999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
18-[(2-hydroxy-3-methyl-5-oxo-4H-imidazol-4-yl)methyl]-4,7-dimethyl-11-(sec-butyl)-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                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       7.808  -0.507   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.795   1.033   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.455   1.792   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.128   1.011   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.442   3.332   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       7.770   4.113   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       9.110   3.354   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.122   1.814   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      10.437   4.135   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      10.424   5.675   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      11.752   6.456   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.705   5.167   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.946   3.827   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.584   2.425   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.739   7.996   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.066   8.777   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      10.399   8.755   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      10.386  10.295   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.714  11.076   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.047  11.054   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.559  12.514   0.000  0.00  0.00           C+0
HETATM   22  S   UNK     0       7.019  12.502   0.000  0.00  0.00           S+0
HETATM   23  C   UNK     0       6.379  11.032   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       7.719  10.273   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0       5.052  10.251   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.712  11.010   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.699  12.550   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       2.446  13.445   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       0.985  12.957   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.910  14.913   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       4.450  14.926   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       4.938  13.465   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.406  13.001   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       1.995  16.152   0.000  0.00  0.00           O+0
HETATM   35  N   UNK     0       5.065   8.711   0.000  0.00  0.00           N+0
HETATM   36  C   UNK     0       3.737   7.930   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.397   8.689   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       3.750   6.390   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.729   5.237   0.000  0.00  0.00           C+0
HETATM   40  S   UNK     0       3.510   3.910   0.000  0.00  0.00           S+0
HETATM   41  C   UNK     0       5.102   4.091   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       5.090   5.631   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   41                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12    9   14                                                  
CONECT   14   13                                                            
CONECT   15   11   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23   20                                                       
CONECT   25   23   26   35                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   34                                                  
CONECT   31   30   32                                                       
CONECT   32   31   27   33                                                  
CONECT   33   32                                                            
CONECT   34   30                                                            
CONECT   35   25   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   42                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40    5   42                                                  
CONECT   42   41   38                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₃₀N₈O₆S₂

Average Mass

614.7000 Da

Monoisotopic Mass

614.17297 Da

IUPAC Name

11-(butan-2-yl)-18-[(2-hydroxy-1-methyl-4-oxo-4,5-dihydro-1H-imidazol-5-yl)methyl]-4,7-dimethyl-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

18-[(2-hydroxy-3-methyl-5-oxo-4H-imidazol-4-yl)methyl]-4,7-dimethyl-11-(sec-butyl)-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

CCC(C)C1NC(=O)C2=C(C)OC(=N2)C(C)NC(=O)C2=CSC(=N2)C(CC2N(C)C(O)=NC2=O)NC(=O)C2=CSC1=N2

InChI Identifier

InChI=1S/C26H30N8O6S2/c1-6-10(2)17-25-30-15(9-42-25)20(36)28-13(7-16-21(37)33-26(39)34(16)5)24-29-14(8-41-24)19(35)27-11(3)23-32-18(12(4)40-23)22(38)31-17/h8-11,13,16-17H,6-7H2,1-5H3,(H,27,35)(H,28,36)(H,31,38)(H,33,37,39)

InChI Key

YMVUMOCTCMIYEH-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 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
Hydantoin
Alpha-amino acid or derivatives
2-heteroaryl carboxamide
Thiazolecarboxylic acid or derivatives
N-acyl urea
Ureide
Imidazolidinone
Azole
Dicarboximide
Imidazolidine
Oxazole
Heteroaromatic compound
Thiazole
Secondary carboxylic acid amide
Urea
Carboxamide group
Lactam
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organopnictogen compound
Organonitrogen compound
Organic oxide
Hydrocarbon derivative
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	2.03	ALOGPS
logP	1.3	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.67	ChemAxon
pKa (Strongest Basic)	-0.83	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	192.01 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	150.54 m³·mol⁻¹	ChemAxon
Polarizability	61.98 Å³	ChemAxon
Number of Rings	5	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

75170724

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one (NP0328158)

MOL for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

3D MOL for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

3D SDF for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

3D-SDF for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

PDB for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

3D PDB for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

SMILES for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

INCHI for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

Structure for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)

3D Structure for NP0328158 (4-hydroxy-1-methyl-5-{[2,9,16-trihydroxy-4,7-dimethyl-11-(sec-butyl)-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)-nonaen-18-yl]methyl}-5h-imidazol-2-one)