NP-MRD: Showing NP-Card for 14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid (NP0233315)

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Record Information

Version

2.0

Created at

2022-09-06 14:52:28 UTC

Updated at

2022-09-06 14:52:28 UTC

NP-MRD ID

NP0233315

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid

Description

14-{2-[(2-{[2-(N,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-N-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]Icosa-1(18),2,4,6(20),9,12,15(19),16-octaene-8-carboxylic acid 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. 14-{2-[(2-{[2-(N,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-N-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]Icosa-1(18),2,4,6(20),9,12,15(19),16-octaene-8-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251505292D          

 65 67  0  0  0  0            999 V2000
   11.4315  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -16.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -15.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210  -14.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644  -15.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801  -15.2625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   34.2946  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801  -16.0875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   30.7223  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -16.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223  -11.1375    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  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  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 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  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 46 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  2  0  0  0  0
 53 55  1  0  0  0  0
 48 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 35 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 56 61  1  0  0  0  0
 61 62  1  0  0  0  0
 44 63  1  0  0  0  0
 63 64  2  0  0  0  0
 63 65  1  0  0  0  0
M  CHG  2  53   1  55  -1
M  END


  Mrv1533004251505292D          

 65 67  0  0  0  0            999 V2000
   11.4315  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -16.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5775  -15.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2920  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0065  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210  -14.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4354  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1499  -14.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644  -15.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8644  -13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -13.6125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5788  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -11.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223  -12.7875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8657  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801  -15.2625    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   34.2946  -14.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5801  -16.0875    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   30.7223  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2933  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0078  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -16.5000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4367  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1512  -11.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7223  -11.1375    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
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 51 52  2  0  0  0  0
 46 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  2  0  0  0  0
 53 55  1  0  0  0  0
 48 56  1  0  0  0  0
 56 57  2  0  0  0  0
 57 58  1  0  0  0  0
 35 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 56 61  1  0  0  0  0
 61 62  1  0  0  0  0
 44 63  1  0  0  0  0
 63 64  2  0  0  0  0
 63 65  1  0  0  0  0
M  CHG  2  53   1  55  -1
M  END
> <DATABASE_ID>
NP0233315

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)CCCCCCCCCCC(=O)N(C)C(CO)C(=O)NC(C)C(=O)NCC(=O)N(C)C1C2=CC=C(O)C(=C2)C2=C(O)C(=CC(CC(NC(=O)C(C)NC1=O)C(O)=O)=C2)[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C45H65N7O13/c1-7-26(2)16-14-12-10-8-9-11-13-15-17-37(55)50(5)35(25-53)43(60)47-27(3)41(58)46-24-38(56)51(6)39-30-18-19-36(54)31(23-30)32-20-29(22-34(40(32)57)52(64)65)21-33(45(62)63)49-42(59)28(4)48-44(39)61/h18-20,22-23,26-28,33,35,39,53-54,57H,7-17,21,24-25H2,1-6H3,(H,46,58)(H,47,60)(H,48,61)(H,49,59)(H,62,63)

> <INCHI_KEY>
VEAKNBDBVBJRRJ-UHFFFAOYSA-N

> <FORMULA>
C45H65N7O13

> <MOLECULAR_WEIGHT>
912.051

> <EXACT_MASS>
911.464035181

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
96.1382369535518

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-(2-{2-[2-(N,12-dimethyltetradecanamido)-3-hydroxypropanamido]propanamido}-N-methylacetamido)-3,18-dihydroxy-11-methyl-4-nitro-10,13-dioxo-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),15,17-hexaene-8-carboxylic acid

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.2978531046666664

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.24013356165606

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.158497820742058

> <JCHEM_PKA_STRONGEST_BASIC>
-2.847449974310183

> <JCHEM_POLAR_SURFACE_AREA>
298.15

> <JCHEM_REFRACTIVITY>
236.90130000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(2-{2-[2-(N,12-dimethyltetradecanamido)-3-hydroxypropanamido]propanamido}-N-methylacetamido)-3,18-dihydroxy-11-methyl-4-nitro-10,13-dioxo-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),15,17-hexaene-8-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      21.339 -27.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.673 -28.490   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.006 -27.720   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.006 -26.180   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.340 -28.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.674 -27.720   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.007 -28.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.341 -27.720   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      30.675 -28.490   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.008 -27.720   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.342 -28.490   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.676 -27.720   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      36.009 -28.490   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.343 -27.720   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.677 -28.490   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      38.677 -30.030   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      40.010 -27.720   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      40.010 -26.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      41.344 -28.490   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      41.344 -30.030   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      42.678 -30.800   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      42.678 -27.720   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      42.678 -26.180   0.000  0.00  0.00           O+0
HETATM   24  N   UNK     0      44.011 -28.490   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      45.345 -27.720   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      45.345 -26.180   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      46.679 -28.490   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      46.679 -30.030   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0      48.012 -27.720   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      49.346 -28.490   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      50.680 -27.720   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      50.680 -26.180   0.000  0.00  0.00           O+0
HETATM   33  N   UNK     0      52.013 -28.490   0.000  0.00  0.00           N+0
HETATM   34  C   UNK     0      52.013 -30.030   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      53.347 -27.720   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      53.347 -26.180   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      52.013 -25.410   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      54.681 -25.410   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      54.681 -23.870   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      53.347 -23.100   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      56.015 -23.100   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      56.015 -21.560   0.000  0.00  0.00           O+0
HETATM   43  N   UNK     0      57.348 -23.870   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      58.682 -23.100   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      60.016 -23.870   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      60.016 -25.410   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      58.682 -26.180   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      58.682 -27.720   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      60.016 -28.490   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      60.016 -30.030   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      61.349 -27.720   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      61.349 -26.180   0.000  0.00  0.00           C+0
HETATM   53  N   UNK     0      62.683 -28.490   0.000  0.00  0.00           N+1
HETATM   54  O   UNK     0      64.017 -27.720   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      62.683 -30.030   0.000  0.00  0.00           O-1
HETATM   56  C   UNK     0      57.348 -28.490   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      56.015 -27.720   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      54.681 -28.490   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      54.681 -30.030   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      56.015 -30.800   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      57.348 -30.030   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      58.682 -30.800   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      58.682 -21.560   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      60.016 -20.790   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      57.348 -20.790   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   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   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   58                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45   63                                                  
CONECT   45   44   46                                                       
CONECT   46   45   47   52                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49   56                                                  
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51   46                                                       
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53                                                            
CONECT   56   48   57   61                                                  
CONECT   57   56   58                                                       
CONECT   58   57   35   59                                                  
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   56   62                                                  
CONECT   62   61                                                            
CONECT   63   44   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

View in JSmol

Synonyms

Value	Source
14-{2-[(2-{[2-(N,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-N-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1,]icosa-1(18),2,4,6(20),9,12,15(19),16-octaene-8-carboxylate	Generator
14-{2-[(2-{[2-(N,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-N-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(18),2,4,6(20),9,12,15(19),16-octaene-8-carboxylate	Generator

Chemical Formula

C₄₅H₆₅N₇O₁₃

Average Mass

912.0510 Da

Monoisotopic Mass

911.46404 Da

IUPAC Name

14-(2-{2-[2-(N,12-dimethyltetradecanamido)-3-hydroxypropanamido]propanamido}-N-methylacetamido)-3,18-dihydroxy-11-methyl-4-nitro-10,13-dioxo-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),15,17-hexaene-8-carboxylic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CCC(C)CCCCCCCCCCC(=O)N(C)C(CO)C(=O)NC(C)C(=O)NCC(=O)N(C)C1C2=CC=C(O)C(=C2)C2=C(O)C(=CC(CC(NC(=O)C(C)NC1=O)C(O)=O)=C2)[N+]([O-])=O

InChI Identifier

InChI=1S/C45H65N7O13/c1-7-26(2)16-14-12-10-8-9-11-13-15-17-37(55)50(5)35(25-53)43(60)47-27(3)41(58)46-24-38(56)51(6)39-30-18-19-36(54)31(23-30)32-20-29(22-34(40(32)57)52(64)65)21-33(45(62)63)49-42(59)28(4)48-44(39)61/h18-20,22-23,26-28,33,35,39,53-54,57H,7-17,21,24-25H2,1-6H3,(H,46,58)(H,47,60)(H,48,61)(H,49,59)(H,62,63)

InChI Key

VEAKNBDBVBJRRJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

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
Macrolactam
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Alanine or derivatives
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Nitroaromatic compound
1-hydroxy-2-unsubstituted benzenoid
N-acyl-amine
Benzenoid
Tertiary carboxylic acid amide
Carboxamide group
Lactam
C-nitro compound
Secondary carboxylic acid amide
Organic nitro compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Organoheterocyclic compound
Carboxylic acid
Organic oxoazanium
Monocarboxylic acid or derivatives
Azacycle
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic zwitterion
Primary alcohol
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.76	ALOGPS
logP	3.3	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	3.16	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	298.15 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	236.9 m³·mol⁻¹	ChemAxon
Polarizability	96.14 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

73161454

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid (NP0233315)

MOL for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

3D MOL for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

3D SDF for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

3D-SDF for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

PDB for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

3D PDB for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

SMILES for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

INCHI for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

Structure for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)

3D Structure for NP0233315 (14-{2-[(2-{[2-(n,12-dimethyltetradecanamido)-1,3-dihydroxypropylidene]amino}-1-hydroxypropylidene)amino]-n-methylacetamido}-3,10,13,18-tetrahydroxy-11-methyl-4-nitro-9,12-diazatricyclo[13.3.1.1²,⁶]icosa-1(19),2,4,6(20),9,12,15,17-octaene-8-carboxylic acid)