NP-MRD: Showing NP-Card for 4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide (NP0153673)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 10:22:33 UTC

Updated at

2022-09-02 10:22:33 UTC

NP-MRD ID

NP0153673

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide

Description

4,5-Dibromo-N-{[(5S,6S,7R)-6-{[(4,5-dibromo-1H-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-2,3-dihydro-1H-imidazol-4-yl)-2,3,4,5,6,7-hexahydro-1H-1,3-benzodiazol-5-yl]methyl}-1H-pyrrole-2-carboxamide belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group. 4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide is found in Agelas conifera. Based on a literature review very few articles have been published on 4,5-dibromo-N-{[(5S,6S,7R)-6-{[(4,5-dibromo-1H-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-2,3-dihydro-1H-imidazol-4-yl)-2,3,4,5,6,7-hexahydro-1H-1,3-benzodiazol-5-yl]methyl}-1H-pyrrole-2-carboxamide.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022212222D          

 38 42  0  0  1  0            999 V2000
    1.6119   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    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
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  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
    2.1434    2.0625    0.0000 N   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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    3.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605    5.2370    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    5.2370    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    3.7849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   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
    3.5724   -1.2375    0.0000 O   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
    3.5253   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -4.4120    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605   -4.4120    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1904   -2.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  6  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  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  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  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 25  1  0  0  0  0
 14 26  1  0  0  0  0
  6 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 31 37  1  0  0  0  0
  5 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
    1.9832   -4.3146    4.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7113   -4.2427    3.5886 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -3.5785    2.5042 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1855   -3.3762    1.4393 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5240   -2.6569    0.5210 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2747   -2.3903    1.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1733   -1.6469    0.3936 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0642   -1.8685   -1.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5931   -2.7289   -1.9708 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   -2.4424   -3.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4183   -3.0822   -4.2750 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0813   -3.8842   -4.2781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7340   -1.3974   -3.0828 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7577   -1.0519   -1.7901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663    0.0794   -1.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4225    0.1205    0.2863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8965    1.3230    0.9787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2702    1.6274    0.8702 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0198    2.0137   -0.2409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5659    2.1825   -1.3960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4717    2.2613   -0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1836    2.1345    1.0621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4925    2.4516    0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9481    2.4582    1.9604 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -7.5388    2.7570   -0.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0939    3.2665   -1.5755 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -6.2910    2.6343   -1.1092 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0567   -0.2012    0.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8907    0.7409   -0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3152    0.6780    0.1415 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1321    1.5781   -0.6314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932    2.3620   -1.4484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5744    1.5971   -0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4634    2.3893   -1.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7271    2.0833   -0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3549    2.8660   -1.2707 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.6030    1.0833    0.2450 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0217    0.2461    1.2150 Br  0  0  0  0  0  0  0  0  0  0  0  0
    5.2994    0.8151    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2308   -2.9735    2.2256 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727   -3.7519    1.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9551   -2.3527   -0.4464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231   -2.0933    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2651   -3.4777   -1.7028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2586   -0.9556   -3.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2595    1.0275   -1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6261   -0.2260   -1.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296   -0.7906    0.6730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3011    2.2410    0.6265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232    1.2658    2.0916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8546    1.5523    1.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8453    1.8546    2.0404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0441    2.8083   -2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1306    0.0551    1.7590 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6798    0.7858   -1.1905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6074    1.7878    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8017    0.0702    0.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2613    3.1533   -1.9037 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8694    0.0958    0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4075   -2.9623    2.8787 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 23  2  0
 23 24  1  0
 23 22  1  0
 22 21  2  0
 21 27  1  0
 21 19  1  0
 19 20  2  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 13  1  0
  8  7  1  0
  7 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 35 37  2  0
 37 38  1  0
 37 39  1  0
  7  6  1  0
  6  5  2  0
  5  4  1  0
  4  3  1  0
  3  2  2  0
  3 40  1  0
 27 25  1  0
 28 16  1  0
 39 33  1  0
 40  6  1  0
 13 14  1  0
 22 52  1  0
 27 53  1  0
 18 51  1  0
 17 49  1  0
 17 50  1  0
 16 48  1  1
 15 46  1  0
 15 47  1  0
  9 44  1  0
 11 12  1  0
 13 45  1  0
  7 43  1  1
 28 54  1  1
 29 55  1  0
 29 56  1  0
 30 57  1  0
 34 58  1  0
 39 59  1  0
  5 42  1  0
  4 41  1  0
  2  1  1  0
 40 60  1  0
M  END


  Mrv1652309022212222D          

 38 42  0  0  1  0            999 V2000
    1.6119   -3.1745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -2.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -2.5070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -1.7224    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
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  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
    2.1434    2.0625    0.0000 N   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    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    3.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454    4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605    5.2370    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    4.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553    5.2370    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    3.7849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   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
    3.5724   -1.2375    0.0000 O   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
    3.5253   -2.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7553   -4.4120    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9605   -4.4120    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.1904   -2.9599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -1.7224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  6  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  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  1  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  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 25  1  0  0  0  0
 14 26  1  0  0  0  0
  6 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 31 37  1  0  0  0  0
  5 38  1  0  0  0  0
  2 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153673

> <DATABASE_NAME>
NP-MRD

> <SMILES>
BrC1=C(Br)C=C(N1)C(=O)NC[C@H]1CC2=C(NC(=N)N2)[C@H]([C@H]1CNC(=O)C1=CC(Br)=C(Br)N1)C1=CNC(=N)N1

> <INCHI_IDENTIFIER>
InChI=1S/C22H22Br4N10O2/c23-9-2-12(32-17(9)25)19(37)29-4-7-1-11-16(36-22(28)34-11)15(14-6-31-21(27)35-14)8(7)5-30-20(38)13-3-10(24)18(26)33-13/h2-3,6-8,15,32-33H,1,4-5H2,(H,29,37)(H,30,38)(H3,27,31,35)(H3,28,34,36)/t7-,8+,15-/m1/s1

> <INCHI_KEY>
VOGBZMFIZJPYAJ-VGZKNDNBSA-N

> <FORMULA>
C22H22Br4N10O2

> <MOLECULAR_WEIGHT>
778.102

> <EXACT_MASS>
773.866072

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
61.5281592190026

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-dibromo-N-{[(5S,6S,7R)-6-{[(4,5-dibromo-1H-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-2,3-dihydro-1H-imidazol-4-yl)-2,3,4,5,6,7-hexahydro-1H-1,3-benzodiazol-5-yl]methyl}-1H-pyrrole-2-carboxamide

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
0.7937552693333332

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
11.608646800318514

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.402724827267425

> <JCHEM_PKA_STRONGEST_BASIC>
27.317685596123543

> <JCHEM_POLAR_SURFACE_AREA>
185.6

> <JCHEM_REFRACTIVITY>
179.2999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dibromo-N-{[(5S,6S,7R)-6-{[(4,5-dibromo-1H-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1H-pyrrole-2-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  N   UNK     0       3.009  -5.926   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.104  -4.680   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.564  -4.680   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.088  -3.215   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -1.465  -0.476   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -3.910   0.770   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0      -1.465   2.016   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.089   7.065   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.565   8.530   0.000  0.00  0.00           C+0
HETATM   22 Br   UNK     0       3.660   9.776   0.000  0.00  0.00          Br+0
HETATM   23  C   UNK     0       6.105   8.530   0.000  0.00  0.00           C+0
HETATM   24 Br   UNK     0       7.010   9.776   0.000  0.00  0.00          Br+0
HETATM   25  N   UNK     0       6.581   7.065   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.581  -5.525   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.105  -6.990   0.000  0.00  0.00           C+0
HETATM   34 Br   UNK     0       7.010  -8.236   0.000  0.00  0.00          Br+0
HETATM   35  C   UNK     0       4.565  -6.990   0.000  0.00  0.00           C+0
HETATM   36 Br   UNK     0       3.660  -8.236   0.000  0.00  0.00          Br+0
HETATM   37  N   UNK     0       4.089  -5.525   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0       2.580  -3.215   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3   38                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   38                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   19                                                       
CONECT   26   14    6   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   31                                                       
CONECT   38    5    2                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₂Br₄N₁₀O₂

Average Mass

778.1020 Da

Monoisotopic Mass

773.86607 Da

IUPAC Name

4,5-dibromo-N-{[(5S,6S,7R)-6-{[(4,5-dibromo-1H-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-2,3-dihydro-1H-imidazol-4-yl)-2,3,4,5,6,7-hexahydro-1H-1,3-benzodiazol-5-yl]methyl}-1H-pyrrole-2-carboxamide

Traditional Name

4,5-dibromo-N-{[(5S,6S,7R)-6-{[(4,5-dibromo-1H-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1H-pyrrole-2-carboxamide

CAS Registry Number

Not Available

SMILES

BrC1=C(Br)C=C(N1)C(=O)NC[C@H]1CC2=C(NC(=N)N2)[C@H]([C@H]1CNC(=O)C1=CC(Br)=C(Br)N1)C1=CNC(=N)N1

InChI Identifier

InChI=1S/C22H22Br4N10O2/c23-9-2-12(32-17(9)25)19(37)29-4-7-1-11-16(36-22(28)34-11)15(14-6-31-21(27)35-14)8(7)5-30-20(38)13-3-10(24)18(26)33-13/h2-3,6-8,15,32-33H,1,4-5H2,(H,29,37)(H,30,38)(H3,27,31,35)(H3,28,34,36)/t7-,8+,15-/m1/s1

InChI Key

VOGBZMFIZJPYAJ-VGZKNDNBSA-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
Agelas conifera	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

2-heteroaryl carboxamides

Alternative Parents

Substituents

2-heteroaryl carboxamide
Pyrrole-2-carboxylic acid or derivatives
Pyrrole-2-carboxamide
Substituted pyrrole
Aryl halide
Aryl bromide
Heteroaromatic compound
Pyrrole
Imidazole
Azole
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organobromide
Organohalogen 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	2.65	ALOGPS
logP	0.79	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	7.4	ChemAxon
pKa (Strongest Basic)	27.32	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	185.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	179.3 m³·mol⁻¹	ChemAxon
Polarizability	61.53 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	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

163193769

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide (NP0153673)

MOL for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

3D MOL for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

3D SDF for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

3D-SDF for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

PDB for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

3D PDB for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

SMILES for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

INCHI for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

Structure for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)

3D Structure for NP0153673 (4,5-dibromo-n-{[(5s,6s,7r)-6-{[(4,5-dibromo-1h-pyrrol-2-yl)formamido]methyl}-2-imino-7-(2-imino-1,3-dihydroimidazol-4-yl)-1,3,4,5,6,7-hexahydro-1,3-benzodiazol-5-yl]methyl}-1h-pyrrole-2-carboxamide)