NP-MRD: Showing NP-Card for 2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid (NP0277402)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 02:01:39 UTC

Updated at

2022-09-09 02:01:39 UTC

NP-MRD ID

NP0277402

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid

Description

Saframycin-Yd2 belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids. 2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid is found in Streptomyces lavendulae. Based on a literature review very few articles have been published on Saframycin-Yd2.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092204012D          

 40 44  0  0  1  0            999 V2000
   -1.8770   -2.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520   -2.2180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6328   -1.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385   -0.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635   -0.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -0.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250    0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2057   -0.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -0.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1922   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979   -2.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4063   -1.0257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1246   -0.6200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7024   -1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5013   -1.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7224   -0.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212   -0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7423    0.7928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990   -0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979   -0.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757   -0.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8780   -1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4558   -1.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8581   -2.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1445    0.3808    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3656    1.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644    1.3816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3855    2.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844    2.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8077    2.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    3.5602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    0.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4483    1.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9567    2.1926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1451    1.1142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4268    0.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0082    0.0116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2869    0.4121    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  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
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  2  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  1  0  0  0
 28 27  1  4  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 33  1  0  0  0  0
 13 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  3  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
  8 38  1  0  0  0  0
 37 39  1  1  0  0  0
 12 39  1  1  0  0  0
 39 40  1  0  0  0  0
M  END

     RDKit          3D

 71 75  0  0  0  0  0  0  0  0999 V2000
    6.2402    0.0491    2.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2765   -0.1245    1.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2383    0.2687    0.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2798    1.4817    0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4239    2.4013    0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842    1.8800   -0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2296    3.0449   -1.3347 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0590    0.9685   -1.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0174   -0.2432   -0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1294   -0.6302    0.2682 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0718   -1.7885    0.7570 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975   -1.1481   -0.8977 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8112   -1.0867    0.1584 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0094   -2.3441    0.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4444   -2.1611    0.2848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9549   -1.0436    0.7733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3786   -0.9501    0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9359    0.0891    1.4546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3307   -2.0559    0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6503   -1.9288    0.9056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7282   -2.7319    1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7788   -3.1414    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6423   -4.3135   -0.1273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3333   -3.2586   -0.0193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8546   -4.3487   -0.4937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191    0.0529    1.0720 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6386    1.3830    1.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4279    1.8969    0.2524 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0053    3.0282    0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7420    3.4146   -0.8634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8971    3.9324    1.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    5.1537    0.9854 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0448    0.1069    0.1304 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503    0.6641   -1.1305 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4907    0.1477   -1.7092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4719   -0.2443   -2.1811 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8372    0.4764   -2.1569 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9779    1.4331   -2.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2604   -0.8998   -2.1615 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0891   -1.2373   -3.2902 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1900   -0.3492    3.2050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2592    1.1491    2.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3620   -0.3938    3.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6590    2.9673   -0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1569    3.0500    1.1940 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3078    1.7772    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2294   -2.2222   -0.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3254   -1.1166    1.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810   -2.7624   -1.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -3.1360    0.6822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6408   -2.0690    1.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6659   -3.3197    1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0596   -3.3432    0.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2165   -4.1171   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2101   -4.7034    0.7149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9666   -5.1788   -0.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5324   -0.2517    2.0542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452    2.1614    1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2661    1.4222    2.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3771    3.2009   -1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644    3.4595    2.2115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8948    4.1914    1.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737    5.0219    0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9840    5.9224    0.8899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3547    1.7822   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603    0.6857   -3.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4349    1.6941   -3.0054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5882    2.3804   -1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4327   -1.6714   -4.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6321   -0.3695   -3.7118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7700   -2.0551   -2.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 24 15  1  0
 15 16  2  0
 16 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 26 33  1  0
 33 13  1  0
 13 14  1  0
 13 12  1  0
 12 39  1  0
 39 40  1  0
 39 37  1  0
 37 38  1  0
 38  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
 37 34  1  0
 34 35  1  0
 35 36  3  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 14 15  1  0
  9 12  1  0
 34 33  1  0
  6  8  1  0
 21 51  1  0
 21 52  1  0
 21 53  1  0
 23 54  1  0
 23 55  1  0
 23 56  1  0
 26 57  1  1
 27 58  1  0
 27 59  1  0
 30 60  1  0
 31 61  1  0
 31 62  1  0
 32 63  1  0
 32 64  1  0
 13 48  1  1
 14 49  1  0
 14 50  1  0
 12 47  1  6
 40 69  1  0
 40 70  1  0
 40 71  1  0
 37 66  1  6
 38 67  1  0
 38 68  1  0
  1 41  1  0
  1 42  1  0
  1 43  1  0
  5 44  1  0
  5 45  1  0
  5 46  1  0
 34 65  1  1
M  END


  Mrv1652309092204012D          

 40 44  0  0  1  0            999 V2000
   -1.8770   -2.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520   -2.2180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6328   -1.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0385   -0.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8635   -0.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6193   -0.0786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0250    0.6398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2057   -0.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6114   -0.8047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1922   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5979   -2.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4063   -1.0257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1246   -0.6200    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7024   -1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5013   -1.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7224   -0.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212   -0.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7423    0.7928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0990   -0.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8979   -0.3849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4757   -0.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8780   -1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4558   -1.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8581   -2.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1445    0.3808    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3656    1.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1644    1.3816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3855    2.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844    2.3825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8077    2.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    3.5602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3457    0.1748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4483    1.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9567    2.1926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1451    1.1142    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4268    0.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0082    0.0116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2869    0.4121    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  2  0  0  0  0
  4  5  1  0  0  0  0
  4  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
  3 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 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  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 15 24  1  0  0  0  0
 24 25  2  0  0  0  0
 16 26  1  0  0  0  0
 26 27  1  1  0  0  0
 28 27  1  4  0  0  0
 28 29  2  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 26 33  1  0  0  0  0
 13 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  3  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
  8 38  1  0  0  0  0
 37 39  1  1  0  0  0
 12 39  1  1  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0277402

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C)C(=O)C2=C([C@H](CN=C(O)CN)N3[C@@H](C2)[C@H]2N(C)[C@H](CC4=C2C(=O)C(OC)=C(C)C4=O)C3C#N)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H31N5O7/c1-11-23(35)13-7-16-22-21-14(24(36)12(2)28(40-5)26(21)38)6-15(32(22)3)17(8-29)33(16)18(10-31-19(34)9-30)20(13)25(37)27(11)39-4/h15-18,22H,6-7,9-10,30H2,1-5H3,(H,31,34)/t15-,16+,17?,18+,22-/m1/s1

> <INCHI_KEY>
DULAUWVTCHNVOZ-FSCDNRMKSA-N

> <FORMULA>
C28H31N5O7

> <MOLECULAR_WEIGHT>
549.584

> <EXACT_MASS>
549.222348358

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
56.219277319289006

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-N-{[(1S,2S,10R,13R)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid

> <JCHEM_LOGP>
-2.1824081101424606

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6514722885614699

> <JCHEM_PKA_STRONGEST_BASIC>
8.934082877335127

> <JCHEM_POLAR_SURFACE_AREA>
175.62000000000003

> <JCHEM_REFRACTIVITY>
146.00419999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-N-{[(1S,2S,10R,13R)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.504  -4.126   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.964  -4.140   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.181  -2.814   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.939  -1.473   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.478  -1.458   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.156  -0.147   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.913   1.194   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.384  -0.161   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.141  -1.502   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.359  -2.828   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.116  -4.169   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.625  -1.915   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.966  -1.157   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.045  -2.257   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.536  -1.872   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.948  -0.388   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.440  -0.004   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.852   1.480   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.518  -1.103   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.009  -0.719   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      12.088  -1.818   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.106  -2.587   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.184  -3.686   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.614  -2.971   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.202  -4.455   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.870   0.711   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.282   2.195   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       7.774   2.579   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       8.186   4.063   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       9.677   4.447   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.108   5.162   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       7.520   6.646   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       4.379   0.326   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0       3.621   1.667   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.570   2.880   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       5.519   4.093   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0       2.138   2.080   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.797   1.323   0.000  0.00  0.00           C+0
HETATM   39  N   UNK     0       1.882   0.022   0.000  0.00  0.00           N+0
HETATM   40  C   UNK     0       0.536   0.769   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   38                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9    3   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   39                                                  
CONECT   13   12   14   33                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   24                                                  
CONECT   16   15   17   26                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   15   25                                                  
CONECT   25   24                                                            
CONECT   26   16   27   33                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   26   13   34                                                  
CONECT   34   33   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37    8                                                       
CONECT   39   37   12   40                                                  
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Value	Source
Saframycin yd-2	MeSH

Chemical Formula

C₂₈H₃₁N₅O₇

Average Mass

549.5840 Da

Monoisotopic Mass

549.22235 Da

IUPAC Name

2-amino-N-{[(1S,2S,10R,13R)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=C(C)C(=O)C2=C([C@H](CN=C(O)CN)N3[C@@H](C2)[C@H]2N(C)[C@H](CC4=C2C(=O)C(OC)=C(C)C4=O)C3C#N)C1=O

InChI Identifier

InChI=1S/C28H31N5O7/c1-11-23(35)13-7-16-22-21-14(24(36)12(2)28(40-5)26(21)38)6-15(32(22)3)17(8-29)33(16)18(10-31-19(34)9-30)20(13)25(37)27(11)39-4/h15-18,22H,6-7,9-10,30H2,1-5H3,(H,31,34)/t15-,16+,17?,18+,22-/m1/s1

InChI Key

DULAUWVTCHNVOZ-FSCDNRMKSA-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
Streptomyces lavendulae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acid amides

Alternative Parents

Substituents

Isoquinoline quinone
Alpha-amino acid amide
Isoquinolone
N-alkylpiperazine
N-methylpiperazine
Piperazine
1,4-diazinane
Vinylogous ester
Alpha-aminonitrile
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Ketone
Carboxamide group
Azacycle
Organoheterocyclic compound
Nitrile
Carbonitrile
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
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	-2.2	ChemAxon
pKa (Strongest Acidic)	1.65	ChemAxon
pKa (Strongest Basic)	8.93	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	175.62 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	146 m³·mol⁻¹	ChemAxon
Polarizability	56.22 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

58818435

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127106

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid (NP0277402)

MOL for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

3D MOL for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

3D SDF for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

3D-SDF for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

PDB for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

3D PDB for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

SMILES for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

INCHI for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

Structure for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)

3D Structure for NP0277402 (2-amino-n-{[(1s,2s,10r,13r)-12-cyano-7,18-dimethoxy-6,17,21-trimethyl-5,8,16,19-tetraoxo-11,21-diazapentacyclo[11.7.1.0²,¹¹.0⁴,⁹.0¹⁵,²⁰]henicosa-4(9),6,15(20),17-tetraen-10-yl]methyl}ethanimidic acid)