NP-MRD: Showing NP-Card for methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate (NP0157445)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 14:49:47 UTC

Updated at

2022-09-02 14:49:48 UTC

NP-MRD ID

NP0157445

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate

Description

DTXSID50924782 belongs to the class of organic compounds known as pyrroloquinolines. Pyrroloquinolines are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline. Based on a literature review very few articles have been published on DTXSID50924782.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022216492D          

 38 42  0  0  1  0            999 V2000
    1.7436   -8.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436   -7.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -6.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -7.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -6.0667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6966   -5.5818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -4.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541   -4.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6791   -4.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -4.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -4.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3617   -5.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4229   -5.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -4.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -3.3682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8584   -3.3682    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -2.6538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0334   -1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -2.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -1.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265   -1.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -1.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -1.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -0.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -2.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265   -2.6067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  2  0  0  0  0
 26 37  1  0  0  0  0
 37 38  1  0  0  0  0
 24 38  1  0  0  0  0
M  END

     RDKit          3D

 64 68  0  0  0  0  0  0  0  0999 V2000
    9.4365   -0.1528   -1.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4832    0.4422   -0.5577 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6483   -0.2865    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7289   -1.5399    0.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6847    0.4358    1.1303 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8867   -0.4801    1.9103 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5443   -0.5076    1.4469 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4581   -1.2723    1.8130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5568   -2.2293    2.8046 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2362   -1.0909    1.1846 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1298   -0.1270    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2182    0.6319   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4183    0.4572    0.4387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7043    1.1139    0.2540 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9291    2.0790   -0.5119 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1045    1.6772   -1.2179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9160    1.4779   -2.0817 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6028    3.1336   -3.0507 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.6623    1.2146   -1.2628 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5135    1.0838   -2.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8724    0.0516   -0.4473 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0917   -0.9955   -0.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3677   -2.1883   -0.3796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5052   -0.8424   -0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4196   -1.9049   -0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6925   -1.4354    0.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9391   -2.0148    0.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0855   -1.2589    0.2936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3480   -1.8582    0.3523 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5115   -3.2553    0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9730    0.1105    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1466    0.8295    0.6385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5469    1.0079    2.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7277    0.6866    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6329    2.0580    0.5258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7093    2.8764   -0.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5787   -0.0766    0.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2682    0.2390    0.0806 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2227    0.5960   -1.6352 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8367   -1.0905   -1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9641   -0.3912   -2.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2286    1.1322    1.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2470   -1.0443    2.7054 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863   -2.8077    3.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3639   -1.6556    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1803    2.6984   -0.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0169    1.5772   -1.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.6232   -2.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969    2.0850   -0.6186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1328    1.4011   -3.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9294    0.0879   -2.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2555    1.8491   -1.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859   -2.9565   -0.2924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0504   -3.0815   -0.0184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6130   -3.4393    0.1858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0493   -3.6160   -0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0494   -3.7277    1.0922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6209    1.2527    2.6018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9906    0.0482    2.3452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2122    1.8685    2.1219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7931    2.7772   -1.2502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8378    3.9321   -0.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6060    2.5542   -1.2170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9292    1.2374    0.1863 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 21  1  0
 21 19  1  0
 19 20  1  0
 19 17  1  0
 17 18  1  0
 17 16  1  0
 16 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 28 31  2  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 34 37  2  0
 37 38  1  0
 14  5  1  0
 38 24  1  0
 13  7  1  0
 37 26  1  0
 12 11  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  5 42  1  1
  6 43  1  0
  9 44  1  0
 10 45  1  0
 19 49  1  1
 20 50  1  0
 20 51  1  0
 20 52  1  0
 17 48  1  6
 16 46  1  0
 16 47  1  0
 25 53  1  0
 27 54  1  0
 30 55  1  0
 30 56  1  0
 30 57  1  0
 33 58  1  0
 33 59  1  0
 33 60  1  0
 36 61  1  0
 36 62  1  0
 36 63  1  0
 38 64  1  0
M  END


  Mrv1652309022216492D          

 38 42  0  0  1  0            999 V2000
    1.7436   -8.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7436   -7.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -6.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3147   -7.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0291   -6.0667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6966   -5.5818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -4.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541   -4.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6791   -4.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -3.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -4.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -4.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3617   -5.5818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4229   -5.8367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -4.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0334   -3.3682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8584   -3.3682    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.6209   -2.6538    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0334   -1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -2.6538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6166   -1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2041   -1.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4416   -1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265   -1.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -1.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -1.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -1.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -0.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -2.7643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8546   -3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -2.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4256   -3.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401   -4.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7112   -2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9265   -2.6067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 14  1  0  0  0  0
 14 15  2  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 11 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 34 37  2  0  0  0  0
 26 37  1  0  0  0  0
 37 38  1  0  0  0  0
 24 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0157445

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@@H]1NC2=C(O)C=C3N([C@H](C)[C@@H](Br)CC3=C2C1=O)C(=O)C1=CC2=CC(OC)=C(OC)C(OC)=C2N1

> <INCHI_IDENTIFIER>
InChI=1S/C26H26BrN3O8/c1-10-13(27)8-12-15(9-16(31)20-18(12)22(32)21(29-20)26(34)38-5)30(10)25(33)14-6-11-7-17(35-2)23(36-3)24(37-4)19(11)28-14/h6-7,9-10,13,21,28-29,31H,8H2,1-5H3/t10-,13+,21-/m1/s1

> <INCHI_KEY>
WKGSUNULPYYBNC-JGMWFTNYSA-N

> <FORMULA>
C26H26BrN3O8

> <MOLECULAR_WEIGHT>
588.411

> <EXACT_MASS>
587.090328

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
56.88778274249309

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (2R,7R,8S)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-1H,2H,3H,6H,7H,8H,9H-pyrrolo[3,2-f]quinoline-2-carboxylate

> <ALOGPS_LOGP>
3.59

> <JCHEM_LOGP>
3.059563152

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.393109200299637

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.021716471818767

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0677818304850417

> <JCHEM_POLAR_SURFACE_AREA>
139.42000000000002

> <JCHEM_REFRACTIVITY>
141.55399999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R,7R,8S)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2H,3H,7H,8H,9H-pyrrolo[3,2-f]quinoline-2-carboxylate

> <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  C   UNK     0       3.255 -15.175   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.255 -13.635   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.921 -12.865   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.587 -13.635   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.921 -11.325   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.167 -10.419   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       2.691  -8.955   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.461  -7.621   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.001  -7.621   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.691  -6.287   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.151  -6.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.381  -7.621   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.151  -8.955   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.675 -10.419   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.789 -10.895   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.159  -7.621   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.929  -6.287   0.000  0.00  0.00           C+0
HETATM   18 Br   UNK     0      -3.469  -6.287   0.000  0.00  0.00          Br+0
HETATM   19  C   UNK     0      -1.159  -4.954   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.929  -3.620   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       0.381  -4.954   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       1.151  -3.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       0.381  -2.286   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.691  -3.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.596  -2.374   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.061  -2.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.395  -2.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.728  -2.850   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.062  -2.080   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.062  -0.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.728  -4.390   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       9.062  -5.160   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       9.062  -6.700   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.395  -5.160   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       6.395  -6.700   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       7.728  -7.470   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.061  -4.390   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0       3.596  -4.866   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   14                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   21                                                  
CONECT   12   11   13   16                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13    5   15                                                  
CONECT   15   14                                                            
CONECT   16   12   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   11   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   38                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   37                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32   34                                                  
CONECT   32   31   33                                                       
CONECT   33   32                                                            
CONECT   34   31   35   37                                                  
CONECT   35   34   36                                                       
CONECT   36   35                                                            
CONECT   37   34   26   38                                                  
CONECT   38   37   24                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₂₆BrN₃O₈

Average Mass

588.4110 Da

Monoisotopic Mass

587.09033 Da

IUPAC Name

methyl (2R,7R,8S)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-1H,2H,3H,6H,7H,8H,9H-pyrrolo[3,2-f]quinoline-2-carboxylate

Traditional Name

methyl (2R,7R,8S)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-2H,3H,7H,8H,9H-pyrrolo[3,2-f]quinoline-2-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@@H]1NC2=C(O)C=C3N([C@H](C)[C@@H](Br)CC3=C2C1=O)C(=O)C1=CC2=CC(OC)=C(OC)C(OC)=C2N1

InChI Identifier

InChI=1S/C26H26BrN3O8/c1-10-13(27)8-12-15(9-16(31)20-18(12)22(32)21(29-20)26(34)38-5)30(10)25(33)14-6-11-7-17(35-2)23(36-3)24(37-4)19(11)28-14/h6-7,9-10,13,21,28-29,31H,8H2,1-5H3/t10-,13+,21-/m1/s1

InChI Key

WKGSUNULPYYBNC-JGMWFTNYSA-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 pyrroloquinolines. Pyrroloquinolines are compounds containing a pyrroloquinoline moiety, which consists of a pyrrole ring fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Pyrroloquinolines

Direct Parent

Pyrroloquinolines

Alternative Parents

Substituents

Pyrroloquinoline
Alpha-amino acid ester
Indolecarboxamide derivative
Indolecarboxylic acid
Indolecarboxylic acid derivative
Aminoquinoline
Alpha-amino acid or derivatives
Tetrahydroquinoline
Indole or derivatives
Dihydroindole
Indole
Pyrrole-2-carboxamide
Anisole
Aryl alkyl ketone
Aryl ketone
Pyrrole-2-carboxylic acid or derivatives
2-heteroaryl carboxamide
1-hydroxy-2-unsubstituted benzenoid
Secondary aliphatic/aromatic amine
Alkyl aryl ether
Substituted pyrrole
1,3-dicarbonyl compound
Benzenoid
Heteroaromatic compound
Vinylogous amide
Methyl ester
Tertiary carboxylic acid amide
Pyrrole
Ketone
Carboxamide group
Amino acid or derivatives
Carboxylic acid ester
Azacycle
Secondary amine
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Organooxygen compound
Alkyl halide
Alkyl bromide
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Organic oxygen compound
Organonitrogen compound
Organobromide
Organohalogen compound
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	3.59	ALOGPS
logP	3.06	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	6.02	ChemAxon
pKa (Strongest Basic)	-2.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	141.55 m³·mol⁻¹	ChemAxon
Polarizability	56.89 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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

115181

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

130156

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate (NP0157445)

MOL for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

3D MOL for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

3D SDF for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

3D-SDF for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

PDB for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

3D PDB for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

SMILES for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

INCHI for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

Structure for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)

3D Structure for NP0157445 (methyl (2r,7r,8s)-8-bromo-4-hydroxy-7-methyl-1-oxo-6-(5,6,7-trimethoxy-1h-indole-2-carbonyl)-2h,3h,7h,8h,9h-pyrrolo[3,2-f]quinoline-2-carboxylate)