NP-MRD: Showing NP-Card for 1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium (NP0228925)

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Record Information

Version

2.0

Created at

2022-09-06 08:46:13 UTC

Updated at

2022-09-06 08:46:13 UTC

NP-MRD ID

NP0228925

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium

Description

1-{3-[2,6-Dibromo-4-(3-hydroxy-3-{[2-(2-imino-2,3-dihydro-1H-imidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. 1-{3-[2,6-Dibromo-4-(3-hydroxy-3-{[2-(2-imino-2,3-dihydro-1H-imidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151519462D          

 33 35  0  0  0  0            999 V2000
   -7.6590    0.5082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3234   -0.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165   -0.4170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7359   -0.9600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 14 31  1  0  0  0  0
  4 32  2  0  0  0  0
 32 33  1  0  0  0  0
  2 33  1  0  0  0  0
M  CHG  1  23   1
M  END

     RDKit          3D

 58 60  0  0  0  0  0  0  0  0999 V2000
    6.6499    4.4984    1.5657 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777    3.0899    1.7574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7283    2.1915    1.1841 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0126    0.9706    1.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3624   -0.3172    1.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1996   -0.5348    2.2548 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5359   -1.7938    1.9948 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9422   -2.0591    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0053   -1.1641   -0.1394 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950   -3.3452    0.4937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6614   -3.7097   -0.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4960   -2.8786   -1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -1.7778   -1.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5438   -1.0222   -2.3308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4027    0.5031   -3.4666 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8140   -1.3624   -1.8517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9285   -0.6554   -2.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5198    0.4400   -1.5826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9990    0.3194   -0.1815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    1.6537    0.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7086    2.0352   -0.5669 N   0  0  0  0  0  4  0  0  0  0  0  0
   -5.5183    2.8061   -1.6530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5515    3.1674   -2.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8368    2.7544   -2.2301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0566    1.9472   -1.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9598    1.6206   -0.3054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8888   -2.4650   -1.0313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5512   -3.0965   -0.2903 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -3.2101   -0.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2839   -4.2168    1.4702 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826   -5.4191    1.2643 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0704    1.1059    2.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3835    2.4083    2.5794 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5063    4.9023    1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8697    5.0884    1.8682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0964   -0.2972    0.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0609   -1.1733    1.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6485   -0.5761    3.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5374    0.3242    2.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4899   -2.5278    2.7517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3321   -4.7732   -0.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4383   -3.6595   -1.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5385   -1.5029   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9185    1.3790   -1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4353    0.6783   -2.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2725    0.0095    0.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8744   -0.3954   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8016    2.4107    0.1507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9231    1.5789    1.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5029    3.1388   -1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3710    3.7964   -3.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6740    3.0192   -2.8541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0574    1.6187   -0.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1262    0.9963    0.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8423   -4.0862   -0.0367 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730   -5.5412    1.7250 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5578    0.3175    3.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1634    2.7909    3.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 16 27  1  0
 27 28  1  0
 27 29  2  0
 10 30  2  0
 30 31  1  0
  4 32  2  0
 32 33  1  0
 33  2  1  0
 29 12  1  0
 26 21  1  0
  1 34  1  0
  1 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
 11 41  1  0
 11 42  1  0
 13 43  1  0
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 22 50  1  0
 23 51  1  0
 24 52  1  0
 25 53  1  0
 26 54  1  0
 29 55  1  0
 31 56  1  0
 32 57  1  0
 33 58  1  0
M  CHG  1  21   1
M  END


  Mrv1533004151519462D          

 33 35  0  0  0  0            999 V2000
   -7.6590    0.5082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3234   -0.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5165   -0.4170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1839   -1.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7359   -0.9600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  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  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  4  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
 18 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 14 31  1  0  0  0  0
  4 32  2  0  0  0  0
 32 33  1  0  0  0  0
  2 33  1  0  0  0  0
M  CHG  1  23   1
M  END
> <DATABASE_ID>
NP0228925

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=NC(CCNC(=O)C(CC2=CC(Br)=C(OCCC[N+]3=CC=CC=C3)C(Br)=C2)=NO)=CN1

> <INCHI_IDENTIFIER>
InChI=1S/C22H24Br2N6O3/c23-17-11-15(12-18(24)20(17)33-10-4-9-30-7-2-1-3-8-30)13-19(29-32)21(31)26-6-5-16-14-27-22(25)28-16/h1-3,7-8,11-12,14H,4-6,9-10,13H2,(H4-,25,26,27,28,29,31,32)/p+1

> <INCHI_KEY>
MIQRPFLPJLBRMG-UHFFFAOYSA-O

> <FORMULA>
C22H25Br2N6O3

> <MOLECULAR_WEIGHT>
581.288

> <EXACT_MASS>
579.034941

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
52.762772132928745

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-{3-[4-(2-{[2-(2-amino-1H-imidazol-4-yl)ethyl]carbamoyl}-2-(hydroxyimino)ethyl)-2,6-dibromophenoxy]propyl}pyridin-1-ium

> <ALOGPS_LOGP>
-0.04

> <JCHEM_LOGP>
-2.7687543539501793

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.63771203105949

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.270259390515467

> <JCHEM_PKA_STRONGEST_BASIC>
8.924506021575919

> <JCHEM_POLAR_SURFACE_AREA>
129.5

> <JCHEM_REFRACTIVITY>
133.83219999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.45e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-{3-[4-(2-{[2-(2-amino-1H-imidazol-4-yl)ethyl]carbamoyl}-2-(hydroxyimino)ethyl)-2,6-dibromophenoxy]propyl}pyridin-1-ium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  N   UNK     0     -14.297   0.949   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0     -13.670  -0.458   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0     -12.164  -0.778   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -8.002  -3.080   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -5.335  -4.620   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0      -6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   17 Br   UNK     0       1.334  -2.310   0.000  0.00  0.00          Br+0
HETATM   18  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       6.668  -5.390   0.000  0.00  0.00           N+1
HETATM   24  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   30 Br   UNK     0      -1.334  -6.930   0.000  0.00  0.00          Br+0
HETATM   31  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -13.410  -2.936   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0     -14.440  -1.792   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   33                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   32                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15   31                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   29                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   18   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   14                                                       
CONECT   32    4   33                                                       
CONECT   33   32    2                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₅Br₂N₆O₃

Average Mass

581.2880 Da

Monoisotopic Mass

579.03494 Da

IUPAC Name

1-{3-[4-(2-{[2-(2-amino-1H-imidazol-4-yl)ethyl]carbamoyl}-2-(hydroxyimino)ethyl)-2,6-dibromophenoxy]propyl}pyridin-1-ium

Traditional Name

1-{3-[4-(2-{[2-(2-amino-1H-imidazol-4-yl)ethyl]carbamoyl}-2-(hydroxyimino)ethyl)-2,6-dibromophenoxy]propyl}pyridin-1-ium

CAS Registry Number

Not Available

SMILES

NC1=NC(CCNC(=O)C(CC2=CC(Br)=C(OCCC[N+]3=CC=CC=C3)C(Br)=C2)=NO)=CN1

InChI Identifier

InChI=1S/C22H24Br2N6O3/c23-17-11-15(12-18(24)20(17)33-10-4-9-30-7-2-1-3-8-30)13-19(29-32)21(31)26-6-5-16-14-27-22(25)28-16/h1-3,7-8,11-12,14H,4-6,9-10,13H2,(H4-,25,26,27,28,29,31,32)/p+1

InChI Key

MIQRPFLPJLBRMG-UHFFFAOYSA-O

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 phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol ethers

Sub Class

Not Available

Direct Parent

Phenol ethers

Alternative Parents

Substituents

Phenoxy compound
Phenol ether
Alkyl aryl ether
Halobenzene
Bromobenzene
Fatty amide
Aminoimidazole
Monocyclic benzene moiety
Aryl bromide
Pyridine
Pyridinium
Aryl halide
Fatty acyl
Azole
Imidazole
Ketoxime
Heteroaromatic compound
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Oxime
Carboxylic acid derivative
Ether
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Amine
Organohalogen compound
Organobromide
Carbonyl group
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organic cation
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	-0.04	ALOGPS
logP	-2.8	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	6.27	ChemAxon
pKa (Strongest Basic)	8.92	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.5 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	133.83 m³·mol⁻¹	ChemAxon
Polarizability	52.76 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

23427325

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium (NP0228925)

MOL for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

3D MOL for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

3D SDF for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

3D-SDF for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

PDB for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

3D PDB for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

SMILES for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

INCHI for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

Structure for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)

3D Structure for NP0228925 (1-{3-[2,6-dibromo-4-(3-hydroxy-3-{[2-(2-imino-1,3-dihydroimidazol-4-yl)ethyl]amino}-2-nitrosoprop-2-en-1-yl)phenoxy]propyl}pyridin-1-ium)