NP-MRD: Showing NP-Card for 2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid (NP0324394)

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Record Information

Version

2.0

Created at

2022-09-12 04:26:53 UTC

Updated at

2022-09-12 04:26:53 UTC

NP-MRD ID

NP0324394

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid

Description

Staphylopeptide A belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on Staphylopeptide A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122206262D          

 32 32  0  0  1  0            999 V2000
    0.7145    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7934    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.6664    0.0000 O   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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  2  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  4  0  0  0
M  END

     RDKit          3D

 66 66  0  0  0  0  0  0  0  0999 V2000
    0.3244    6.0060    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2598    5.1606    0.9858 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5131    4.0162    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660    3.9407   -0.8864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4350    2.7746    1.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    1.8529    0.5934 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8912    0.8269    1.4873 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4812   -0.2718    1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5014   -0.9780    2.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1631   -0.9617    0.3651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6395   -0.6051    0.3126 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3362   -1.2030    1.4986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942    0.8571    0.1626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3825    1.1531   -0.0202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0001   -2.3944    0.5169 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652   -3.0805    0.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0619   -4.4595    0.4607 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2886   -2.5230   -0.3621 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1914   -3.6910   -0.7809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -4.5508   -1.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632   -4.0338   -2.9951 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3798   -5.7908   -1.5346 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6291   -6.2989   -0.6768 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -1.8160    0.6579 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6497   -0.6975    0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1835   -0.2737    1.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7977   -0.0197   -0.7322 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0670    0.6003   -1.1507 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7313    1.6828   -0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046    2.1281   -1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3975    1.1755    0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    0.8305   -1.1121 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1714    1.5385   -0.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520    2.1776   -1.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5203    4.6376   -1.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0936    3.0489    2.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4222    2.3099    1.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5385    2.5221    0.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6807   -0.4811    3.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7490   -0.7030   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1185   -1.0935   -0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2424   -0.6015    2.4180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3917   -1.4432    1.2375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8585   -2.1870    1.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6011    1.4482    1.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3799    1.3055   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0046    0.4714    0.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6076    2.1873    0.3411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6583    1.0223   -1.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738   -4.7518    1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0728   -1.9555   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1800   -3.2890   -1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202   -4.2852    0.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340   -4.6330   -3.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6239   -0.8379    2.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7690   -0.9520   -1.4967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355   -0.2008   -1.4606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8506    1.0434   -2.1994 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1857    2.6238   -0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4306    2.9418   -0.6254 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6705    1.2767   -1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6398    2.5929   -2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9118    1.6123    1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5892    0.0940    0.8565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4734    1.5971    0.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3513    1.6072   -2.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 11  1  0
 11 12  1  0
 11 10  1  0
 10 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 27 32  1  0
 32 33  2  0
 33 34  1  0
 33  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  1  0
  3  2  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 14 47  1  0
 14 48  1  0
 14 49  1  0
 13 45  1  0
 13 46  1  0
 11 41  1  6
 12 42  1  0
 12 43  1  0
 12 44  1  0
 10 40  1  6
 17 50  1  0
 18 51  1  6
 19 52  1  0
 19 53  1  0
 21 54  1  0
 22 23  1  0
 26 55  1  0
 27 56  1  6
 28 57  1  0
 28 58  1  0
 29 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 31 64  1  0
 31 65  1  0
 34 66  1  0
  6 38  1  6
  5 36  1  0
  5 37  1  0
  4 35  1  0
  2  1  1  0
  9 39  1  0
M  END


  Mrv1652309122206262D          

 32 32  0  0  1  0            999 V2000
    0.7145    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3645   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7934    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.6664    0.0000 O   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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  4  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 17 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  4  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 25 30  1  0  0  0  0
 30 31  2  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0324394

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)[C@@H]1N=C(O)[C@H](CC(O)=N)N=C(O)[C@H](CC(C)C)N=C(O)[C@H](CC(O)=N)N=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34N6O6/c1-5-10(4)16-20(32)25-12(7-14(21)27)18(30)23-11(6-9(2)3)17(29)24-13(8-15(22)28)19(31)26-16/h9-13,16H,5-8H2,1-4H3,(H2,21,27)(H2,22,28)(H,23,30)(H,24,29)(H,25,32)(H,26,31)/t10?,11-,12-,13-,16-/m0/s1

> <INCHI_KEY>
JVBWTKGWUGOPJG-IFUNHYKASA-N

> <FORMULA>
C20H34N6O6

> <MOLECULAR_WEIGHT>
454.528

> <EXACT_MASS>
454.253982839

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.08640949234564

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2S,5S,8S,11S)-11-(butan-2-yl)-3,6,9,12-tetrahydroxy-8-[(C-hydroxycarbonimidoyl)methyl]-5-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid

> <JCHEM_LOGP>
-2.8417286200726415

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
-0.5471870109415073

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.149220613053891

> <JCHEM_PKA_STRONGEST_BASIC>
13.324630331054088

> <JCHEM_POLAR_SURFACE_AREA>
218.51999999999995

> <JCHEM_REFRACTIVITY>
136.13500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2S,5S,8S,11S)-3,6,9,12-tetrahydroxy-8-(C-hydroxycarbonimidoylmethyl)-5-(2-methylpropyl)-11-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       1.334   7.645   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.104   6.311   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   4.977   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.206   4.977   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.104   3.644   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       2.104  -2.104   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.334  -3.437   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.644  -2.104   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.414  -3.437   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.644  -4.771   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.414  -6.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.104  -4.771   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       4.414  -0.770   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0       5.747   0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       7.081  -0.770   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.747   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.081   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.081   3.850   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       5.747   4.620   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0       8.415   4.620   0.000  0.00  0.00           O+0
HETATM   30  N   UNK     0       4.414   2.310   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0       3.644   3.644   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.414   4.977   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   31                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   25   31                                                       
CONECT   31   30    5   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄N₆O₆

Average Mass

454.5280 Da

Monoisotopic Mass

454.25398 Da

IUPAC Name

2-[(2S,5S,8S,11S)-11-(butan-2-yl)-3,6,9,12-tetrahydroxy-8-[(C-hydroxycarbonimidoyl)methyl]-5-(2-methylpropyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid

Traditional Name

2-[(2S,5S,8S,11S)-3,6,9,12-tetrahydroxy-8-(C-hydroxycarbonimidoylmethyl)-5-(2-methylpropyl)-11-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

CCC(C)[C@@H]1N=C(O)[C@H](CC(O)=N)N=C(O)[C@H](CC(C)C)N=C(O)[C@H](CC(O)=N)N=C1O

InChI Identifier

InChI=1S/C20H34N6O6/c1-5-10(4)16-20(32)25-12(7-14(21)27)18(30)23-11(6-9(2)3)17(29)24-13(8-15(22)28)19(31)26-16/h9-13,16H,5-8H2,1-4H3,(H2,21,27)(H2,22,28)(H,23,30)(H,24,29)(H,25,32)(H,26,31)/t10?,11-,12-,13-,16-/m0/s1

InChI Key

JVBWTKGWUGOPJG-IFUNHYKASA-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 oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Cyclic alpha peptide
Macrolactam
Alpha-amino acid or derivatives
Carboxamide group
Lactam
Primary carboxylic acid amide
Secondary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-2.8	ChemAxon
pKa (Strongest Acidic)	-1.1	ChemAxon
pKa (Strongest Basic)	13.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	218.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	136.14 m³·mol⁻¹	ChemAxon
Polarizability	46.09 Å³	ChemAxon
Number of Rings	1	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

40256875

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139584012

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid (NP0324394)

MOL for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

3D MOL for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

3D SDF for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

3D-SDF for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

PDB for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

3D PDB for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

SMILES for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

INCHI for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

Structure for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)

3D Structure for NP0324394 (2-[(2s,5s,8s,11s)-3,6,9,12-tetrahydroxy-8-(c-hydroxycarbonimidoylmethyl)-11-(2-methylpropyl)-5-(sec-butyl)-1,4,7,10-tetraazacyclododeca-1(12),3,6,9-tetraen-2-yl]ethanimidic acid)