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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:05:15 UTC

Update Date

2021-09-26 23:05:52 UTC

HMDB ID

HMDB0252939

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Grazoprevir

Description

24-tert-butyl-N-{1-[(cyclopropanesulfonyl)-C-hydroxycarbonimidoyl]-2-ethenylcyclopropyl}-22-hydroxy-7-methoxy-25-oxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0³,¹².0⁵,¹⁰.0¹⁸,²⁰]nonacosa-3(12),4,6,8,10,22-hexaene-27-carboximidic acid belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Based on a literature review very few articles have been published on 24-tert-butyl-N-{1-[(cyclopropanesulfonyl)-C-hydroxycarbonimidoyl]-2-ethenylcyclopropyl}-22-hydroxy-7-methoxy-25-oxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0³,¹².0⁵,¹⁰.0¹⁸,²⁰]nonacosa-3(12),4,6,8,10,22-hexaene-27-carboximidic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Grazoprevir is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Grazoprevir is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112113052D          

 54 60  0  0  0  0            999 V2000
    8.3050    1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3170    0.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4921    0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1420    0.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3291   -0.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0375    0.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5126    0.7302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7579   -0.3463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7700   -1.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4904   -1.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9852   -0.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5623   -0.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8868    0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3921    1.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7059    0.6938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0304    1.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0759    2.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3398    1.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5160    1.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1435    2.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8337    1.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0727    0.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3981    1.8662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2014    1.6784    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3892    2.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0136    0.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0047    1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7944    1.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6065    0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5025   -2.3981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7941   -2.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8062   -3.6459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0979   -4.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3774   -3.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6691   -4.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6812   -4.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4016   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1100   -4.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4137   -6.1416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7053   -6.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1143   -2.5981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0737   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3654   -2.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6449   -2.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9366   -2.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2161   -2.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2041   -1.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4836   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7632   -0.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4715   -0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1799    0.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9003   -0.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9124   -1.2130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6087    0.0348    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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 29  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 34 41  1  0  0  0  0
 41 42  2  0  0  0  0
 31 42  1  0  0  0  0
 42 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  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
  5 54  1  0  0  0  0
M  END

HMDB0252939
     RDKit          3D
Grazoprevir
104110  0  0  0  0  0  0  0  0999 V2000
    4.3411    0.2824   -4.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6546   -0.3759   -3.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2849    0.2996   -2.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7260   -0.6593   -1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8060    0.5076   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    0.3248   -0.3359 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3652   -0.3280   -0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4044   -0.8976   -1.9479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736   -0.3537   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864    0.9680   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3174    1.0874   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335   -0.3116   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1435   -1.1776   -0.8205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810   -2.5243   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154   -2.9720    0.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767   -3.3994   -1.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236   -4.6811   -1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -5.5802   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4442   -4.2926   -2.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636   -5.3913   -3.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2127   -3.4889   -1.8249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670   -4.5564   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -4.9989   -2.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2282   -5.1520   -0.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575   -5.0426    0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -4.1738    1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6714   -3.8109    1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6224   -2.6877    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6178   -1.5969    0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2126   -0.6978    1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -0.3290    1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634    0.1493    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    1.6571    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424    2.3262    1.3932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339    3.6516    1.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    4.3002    2.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    5.6719    2.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303    6.4026    1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763    7.8061    1.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202    8.4978    1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826    5.7316    0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0015    4.3627    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767    3.7176   -0.2146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927    2.3593   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557    1.7012   -1.3130 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5474    1.6427   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7581    1.8256   -0.4824 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    2.4693    0.8459 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    3.7171    1.5695 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.2967    4.7281    0.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500    4.3978    2.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854    2.9850    2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3251    2.3292    3.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1189    3.6331    3.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8739   -0.2092   -5.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397    1.3408   -4.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4664   -1.4382   -3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2022    0.9353   -2.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576   -1.6703   -1.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560   -0.6628   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    0.7531    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548   -0.7875    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    1.7655    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    0.9389    0.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448    1.7572   -1.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3825   -0.6056   -2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -0.3205   -2.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -2.8442   -2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -6.5143   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521   -5.2233    0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9975   -5.9744   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7714   -3.5128   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174   -5.1572   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5516   -3.8274   -3.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3846   -5.9974   -3.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -4.6617   -3.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2812   -6.1269   -2.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6743   -2.6014   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -5.9728    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -3.4689    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -4.5005    3.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5659   -3.8441    1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5922   -2.2851    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043   -3.1261   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8993   -1.0899   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505   -2.1400    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334   -1.0717    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7850    0.2680    1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    0.4899    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1757   -1.1778    2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814   -0.2388    0.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543   -0.0254   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377    3.7527    3.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1424    6.1927    3.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8114    8.0434    1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8426    9.5750    1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1573    8.2096   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    6.2916    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0471    2.3922    1.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1292    2.4790    1.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3278    2.4105    4.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9049    1.3915    3.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6651    4.5353    3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2180    3.5004    3.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
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 16 17  1  0
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 22 23  2  0
 22 24  1  0
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 33 34  2  0
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 41 42  2  0
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 46 47  2  0
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 53 54  1  0
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 13  9  1  0
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 41 98  1  0
 48 99  1  0
 52100  1  0
 53101  1  0
 53102  1  0
 54103  1  0
 54104  1  0
M  END


  Mrv1652309112113052D          

 54 60  0  0  0  0            999 V2000
    8.3050    1.2826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3170    0.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4921    0.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1420    0.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3291   -0.3672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0375    0.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5126    0.7302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7579   -0.3463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7700   -1.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4904   -1.5732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9852   -0.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5623   -0.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8868    0.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3921    1.2558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7059    0.6938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0304    1.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0759    2.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3398    1.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5160    1.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1435    2.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8337    1.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0727    0.4748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3981    1.8662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2014    1.6784    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.3892    2.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0136    0.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0047    1.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7944    1.7295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6065    0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5025   -2.3981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7941   -2.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8062   -3.6459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0979   -4.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3774   -3.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6691   -4.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6812   -4.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4016   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1100   -4.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4137   -6.1416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7053   -6.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1143   -2.5981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0737   -2.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3654   -2.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6449   -2.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9366   -2.8629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2161   -2.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2041   -1.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4836   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7632   -0.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4715   -0.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1799    0.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9003   -0.3881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9124   -1.2130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6087    0.0348    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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  2  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 29  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 33 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 34 41  1  0  0  0  0
 41 42  2  0  0  0  0
 31 42  1  0  0  0  0
 42 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  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
  5 54  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252939

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C=C1)N=C1CCCCCC3CC3OC(=O)NC(C(=O)N3CC(CC3C(=O)NC3(CC3C=C)C(=O)NS(=O)(=O)C3CC3)OC1=N2)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C38H50N6O9S/c1-6-22-19-38(22,35(47)43-54(49,50)25-13-14-25)42-32(45)29-18-24-20-44(29)34(46)31(37(2,3)4)41-36(48)53-30-16-21(30)10-8-7-9-11-27-33(52-24)40-28-17-23(51-5)12-15-26(28)39-27/h6,12,15,17,21-22,24-25,29-31H,1,7-11,13-14,16,18-20H2,2-5H3,(H,41,48)(H,42,45)(H,43,47)

> <INCHI_KEY>
OBMNJSNZOWALQB-UHFFFAOYSA-N

> <FORMULA>
C38H50N6O9S

> <MOLECULAR_WEIGHT>
766.91

> <EXACT_MASS>
766.335998388

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
104

> <JCHEM_AVERAGE_POLARIZABILITY>
80.46286117339645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
24-tert-butyl-N-{1-[(cyclopropanesulfonyl)carbamoyl]-2-ethenylcyclopropyl}-7-methoxy-22,25-dioxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0^{3,12}.0^{5,10}.0^{18,20}]nonacosa-3,5(10),6,8,11-pentaene-27-carboxamide

> <ALOGPS_LOGP>
3.26

> <JCHEM_LOGP>
3.352945370070645

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.458332599973337

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.773920254584539

> <JCHEM_PKA_STRONGEST_BASIC>
1.789596353894026

> <JCHEM_POLAR_SURFACE_AREA>
195.21999999999997

> <JCHEM_REFRACTIVITY>
193.6119

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
24-tert-butyl-N-[1-(cyclopropanesulfonylcarbamoyl)-2-ethenylcyclopropyl]-7-methoxy-22,25-dioxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0^{3,12}.0^{5,10}.0^{18,20}]nonacosa-3,5(10),6,8,11-pentaene-27-carboxamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252939
     RDKit          3D
Grazoprevir
104110  0  0  0  0  0  0  0  0999 V2000
    4.3411    0.2824   -4.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6546   -0.3759   -3.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2849    0.2996   -2.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7260   -0.6593   -1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8060    0.5076   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    0.3248   -0.3359 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3652   -0.3280   -0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4044   -0.8976   -1.9479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736   -0.3537   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864    0.9680   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3174    1.0874   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335   -0.3116   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1435   -1.1776   -0.8205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810   -2.5243   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154   -2.9720    0.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767   -3.3994   -1.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236   -4.6811   -1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -5.5802   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4442   -4.2926   -2.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636   -5.3913   -3.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2127   -3.4889   -1.8249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670   -4.5564   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -4.9989   -2.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2282   -5.1520   -0.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575   -5.0426    0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -4.1738    1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6714   -3.8109    1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6224   -2.6877    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6178   -1.5969    0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2126   -0.6978    1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -0.3290    1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634    0.1493    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    1.6571    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424    2.3262    1.3932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339    3.6516    1.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    4.3002    2.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    5.6719    2.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303    6.4026    1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763    7.8061    1.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202    8.4978    1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826    5.7316    0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0015    4.3627    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767    3.7176   -0.2146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927    2.3593   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557    1.7012   -1.3130 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5474    1.6427   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7581    1.8256   -0.4824 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    2.4693    0.8459 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    3.7171    1.5695 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.2967    4.7281    0.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500    4.3978    2.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854    2.9850    2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3251    2.3292    3.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1189    3.6331    3.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8739   -0.2092   -5.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397    1.3408   -4.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4664   -1.4382   -3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2022    0.9353   -2.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576   -1.6703   -1.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560   -0.6628   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    0.7531    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548   -0.7875    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    1.7655    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    0.9389    0.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448    1.7572   -1.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3825   -0.6056   -2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -0.3205   -2.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -2.8442   -2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -6.5143   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521   -5.2233    0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9975   -5.9744   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7714   -3.5128   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174   -5.1572   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5516   -3.8274   -3.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3846   -5.9974   -3.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -4.6617   -3.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2812   -6.1269   -2.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6743   -2.6014   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -5.9728    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -3.4689    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -4.5005    3.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5659   -3.8441    1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5922   -2.2851    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043   -3.1261   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8993   -1.0899   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505   -2.1400    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334   -1.0717    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7850    0.2680    1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    0.4899    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1757   -1.1778    2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814   -0.2388    0.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543   -0.0254   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377    3.7527    3.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1424    6.1927    3.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8114    8.0434    1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8426    9.5750    1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1573    8.2096   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    6.2916    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0471    2.3922    1.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1292    2.4790    1.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3278    2.4105    4.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9049    1.3915    3.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6651    4.5353    3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2180    3.5004    3.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 38 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
  5 46  1  0
 46 47  2  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  2  0
 49 52  1  0
 52 53  1  0
 53 54  1  0
  5  3  1  0
 13  9  1  0
 27 25  1  0
 44 33  1  0
 54 52  1  0
 45 11  1  0
 42 35  1  0
  1 55  1  0
  1 56  1  0
  2 57  1  0
  3 58  1  0
  4 59  1  0
  4 60  1  0
  6 61  1  0
  9 62  1  0
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 10 64  1  0
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 12 66  1  0
 12 67  1  0
 16 68  1  0
 18 69  1  0
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 36 93  1  0
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 40 95  1  0
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 41 98  1  0
 48 99  1  0
 52100  1  0
 53101  1  0
 53102  1  0
 54103  1  0
 54104  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      15.503   2.394   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.525   0.854   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.985   0.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.065   0.877   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.548  -0.685   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.870   0.104   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.757   1.363   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      18.215  -0.646   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      18.237  -2.186   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.582  -2.937   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.506  -1.626   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.716  -0.304   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.322   1.112   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      19.399   2.344   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      21.851   1.295   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      22.457   2.711   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.542   4.249   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.168   3.553   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      19.630   3.638   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.935   5.012   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.956   2.360   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      24.402   0.886   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      25.010   3.484   0.000  0.00  0.00           N+0
HETATM   24  S   UNK     0      26.509   3.133   0.000  0.00  0.00           S+0
HETATM   25  O   UNK     0      26.860   4.633   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      26.159   1.633   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      28.009   2.782   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      29.483   3.228   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.132   1.729   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      19.605  -4.476   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      18.282  -5.266   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      18.305  -6.806   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      16.983  -7.595   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.638  -6.845   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.316  -7.634   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.338  -9.174   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      15.683  -9.924   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      17.005  -9.135   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      15.706 -11.464   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      14.383 -12.254   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      15.147  -4.850   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      16.938  -4.516   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.615  -5.305   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.271  -4.555   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.948  -5.344   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.603  -4.594   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.581  -3.054   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.236  -2.303   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.891  -1.553   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      10.214  -0.764   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      11.536   0.026   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      12.881  -0.725   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      12.903  -2.264   0.000  0.00  0.00           O+0
HETATM   54  N   UNK     0      14.203   0.065   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6   54                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11    8   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18   21                                             
CONECT   17   16   18                                                       
CONECT   18   17   16   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19                                                            
CONECT   21   16   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   24   28   29                                                  
CONECT   28   27   29                                                       
CONECT   29   28   27                                                       
CONECT   30   10   31                                                       
CONECT   31   30   32   42                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   38                                                  
CONECT   34   33   35   41                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37   33                                                       
CONECT   39   37   40                                                       
CONECT   40   39                                                            
CONECT   41   34   42                                                       
CONECT   42   41   31   43                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48   50                                                       
CONECT   50   49   48   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52                                                            
CONECT   54   52    5                                                       
MASTER        0    0    0    0    0    0    0    0   54    0  120    0
END

COMPND    HMDB0252939
HETATM    1  C1  UNL     1       4.341   0.282  -4.454  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.655  -0.376  -3.343  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.285   0.300  -2.197  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.726  -0.659  -1.070  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.806   0.508  -0.835  1.00  0.00           C  
HETATM    6  N1  UNL     1       3.494   0.325  -0.336  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.365  -0.328  -0.842  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.404  -0.898  -1.948  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.074  -0.354  -0.049  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.386   0.968  -0.013  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.317   1.087  -1.308  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.333  -0.312  -1.882  1.00  0.00           C  
HETATM   13  N2  UNL     1       0.144  -1.178  -0.821  1.00  0.00           N  
HETATM   14  C11 UNL     1      -0.281  -2.524  -0.661  1.00  0.00           C  
HETATM   15  O2  UNL     1      -0.215  -2.972   0.510  1.00  0.00           O  
HETATM   16  C12 UNL     1      -0.777  -3.399  -1.749  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.024  -4.681  -1.863  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.019  -5.580  -0.688  1.00  0.00           C  
HETATM   19  C15 UNL     1       1.444  -4.293  -2.122  1.00  0.00           C  
HETATM   20  C16 UNL     1      -0.464  -5.391  -3.127  1.00  0.00           C  
HETATM   21  N3  UNL     1      -2.213  -3.489  -1.825  1.00  0.00           N  
HETATM   22  C17 UNL     1      -3.067  -4.556  -1.451  1.00  0.00           C  
HETATM   23  O3  UNL     1      -3.784  -4.999  -2.436  1.00  0.00           O  
HETATM   24  O4  UNL     1      -3.228  -5.152  -0.253  1.00  0.00           O  
HETATM   25  C18 UNL     1      -3.958  -5.043   0.887  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.404  -4.174   1.976  1.00  0.00           C  
HETATM   27  C20 UNL     1      -4.671  -3.811   1.219  1.00  0.00           C  
HETATM   28  C21 UNL     1      -4.622  -2.688   0.222  1.00  0.00           C  
HETATM   29  C22 UNL     1      -5.618  -1.597   0.558  1.00  0.00           C  
HETATM   30  C23 UNL     1      -5.213  -0.698   1.665  1.00  0.00           C  
HETATM   31  C24 UNL     1      -3.774  -0.329   1.732  1.00  0.00           C  
HETATM   32  C25 UNL     1      -3.263   0.149   0.407  1.00  0.00           C  
HETATM   33  C26 UNL     1      -3.117   1.657   0.471  1.00  0.00           C  
HETATM   34  N4  UNL     1      -3.842   2.326   1.393  1.00  0.00           N  
HETATM   35  C27 UNL     1      -3.834   3.652   1.561  1.00  0.00           C  
HETATM   36  C28 UNL     1      -4.590   4.300   2.510  1.00  0.00           C  
HETATM   37  C29 UNL     1      -4.546   5.672   2.639  1.00  0.00           C  
HETATM   38  C30 UNL     1      -3.730   6.403   1.802  1.00  0.00           C  
HETATM   39  O5  UNL     1      -3.676   7.806   1.923  1.00  0.00           O  
HETATM   40  C31 UNL     1      -2.820   8.498   1.035  1.00  0.00           C  
HETATM   41  C32 UNL     1      -2.983   5.732   0.860  1.00  0.00           C  
HETATM   42  C33 UNL     1      -3.001   4.363   0.702  1.00  0.00           C  
HETATM   43  N5  UNL     1      -2.277   3.718  -0.215  1.00  0.00           N  
HETATM   44  C34 UNL     1      -2.293   2.359  -0.378  1.00  0.00           C  
HETATM   45  O6  UNL     1      -1.556   1.701  -1.313  1.00  0.00           O  
HETATM   46  C35 UNL     1       5.547   1.643  -0.128  1.00  0.00           C  
HETATM   47  O7  UNL     1       6.758   1.826  -0.482  1.00  0.00           O  
HETATM   48  N6  UNL     1       5.019   2.469   0.846  1.00  0.00           N  
HETATM   49  S1  UNL     1       5.992   3.717   1.569  1.00  0.00           S  
HETATM   50  O8  UNL     1       6.297   4.728   0.516  1.00  0.00           O  
HETATM   51  O9  UNL     1       5.250   4.398   2.681  1.00  0.00           O  
HETATM   52  C36 UNL     1       7.485   2.985   2.243  1.00  0.00           C  
HETATM   53  C37 UNL     1       7.325   2.329   3.606  1.00  0.00           C  
HETATM   54  C38 UNL     1       8.119   3.633   3.401  1.00  0.00           C  
HETATM   55  H1  UNL     1       3.874  -0.209  -5.308  1.00  0.00           H  
HETATM   56  H2  UNL     1       4.540   1.341  -4.551  1.00  0.00           H  
HETATM   57  H3  UNL     1       4.466  -1.438  -3.331  1.00  0.00           H  
HETATM   58  H4  UNL     1       6.202   0.935  -2.499  1.00  0.00           H  
HETATM   59  H5  UNL     1       5.258  -1.670  -1.083  1.00  0.00           H  
HETATM   60  H6  UNL     1       6.756  -0.663  -0.728  1.00  0.00           H  
HETATM   61  H7  UNL     1       3.318   0.753   0.644  1.00  0.00           H  
HETATM   62  H8  UNL     1       1.255  -0.787   0.956  1.00  0.00           H  
HETATM   63  H9  UNL     1       1.155   1.765   0.151  1.00  0.00           H  
HETATM   64  H10 UNL     1      -0.337   0.939   0.831  1.00  0.00           H  
HETATM   65  H11 UNL     1       0.345   1.757  -1.963  1.00  0.00           H  
HETATM   66  H12 UNL     1      -1.382  -0.606  -2.124  1.00  0.00           H  
HETATM   67  H13 UNL     1       0.319  -0.321  -2.766  1.00  0.00           H  
HETATM   68  H14 UNL     1      -0.424  -2.844  -2.698  1.00  0.00           H  
HETATM   69  H15 UNL     1      -0.584  -6.514  -0.988  1.00  0.00           H  
HETATM   70  H16 UNL     1      -0.552  -5.223   0.212  1.00  0.00           H  
HETATM   71  H17 UNL     1       0.998  -5.974  -0.433  1.00  0.00           H  
HETATM   72  H18 UNL     1       1.771  -3.513  -1.402  1.00  0.00           H  
HETATM   73  H19 UNL     1       2.117  -5.157  -2.029  1.00  0.00           H  
HETATM   74  H20 UNL     1       1.552  -3.827  -3.127  1.00  0.00           H  
HETATM   75  H21 UNL     1       0.385  -5.997  -3.506  1.00  0.00           H  
HETATM   76  H22 UNL     1      -0.730  -4.662  -3.893  1.00  0.00           H  
HETATM   77  H23 UNL     1      -1.281  -6.127  -2.905  1.00  0.00           H  
HETATM   78  H24 UNL     1      -2.674  -2.601  -2.230  1.00  0.00           H  
HETATM   79  H25 UNL     1      -4.469  -5.973   1.318  1.00  0.00           H  
HETATM   80  H26 UNL     1      -2.582  -3.469   1.780  1.00  0.00           H  
HETATM   81  H27 UNL     1      -3.457  -4.500   3.017  1.00  0.00           H  
HETATM   82  H28 UNL     1      -5.566  -3.844   1.880  1.00  0.00           H  
HETATM   83  H29 UNL     1      -3.592  -2.285   0.252  1.00  0.00           H  
HETATM   84  H30 UNL     1      -4.904  -3.126  -0.771  1.00  0.00           H  
HETATM   85  H31 UNL     1      -5.899  -1.090  -0.382  1.00  0.00           H  
HETATM   86  H32 UNL     1      -6.551  -2.140   0.894  1.00  0.00           H  
HETATM   87  H33 UNL     1      -5.533  -1.072   2.659  1.00  0.00           H  
HETATM   88  H34 UNL     1      -5.785   0.268   1.535  1.00  0.00           H  
HETATM   89  H35 UNL     1      -3.666   0.490   2.475  1.00  0.00           H  
HETATM   90  H36 UNL     1      -3.176  -1.178   2.139  1.00  0.00           H  
HETATM   91  H37 UNL     1      -2.281  -0.239   0.162  1.00  0.00           H  
HETATM   92  H38 UNL     1      -4.054  -0.025  -0.358  1.00  0.00           H  
HETATM   93  H39 UNL     1      -5.238   3.753   3.177  1.00  0.00           H  
HETATM   94  H40 UNL     1      -5.142   6.193   3.387  1.00  0.00           H  
HETATM   95  H41 UNL     1      -1.811   8.043   1.154  1.00  0.00           H  
HETATM   96  H42 UNL     1      -2.843   9.575   1.203  1.00  0.00           H  
HETATM   97  H43 UNL     1      -3.157   8.210  -0.002  1.00  0.00           H  
HETATM   98  H44 UNL     1      -2.335   6.292   0.193  1.00  0.00           H  
HETATM   99  H45 UNL     1       4.047   2.392   1.176  1.00  0.00           H  
HETATM  100  H46 UNL     1       8.129   2.479   1.498  1.00  0.00           H  
HETATM  101  H47 UNL     1       6.328   2.410   4.060  1.00  0.00           H  
HETATM  102  H48 UNL     1       7.905   1.391   3.731  1.00  0.00           H  
HETATM  103  H49 UNL     1       7.665   4.535   3.888  1.00  0.00           H  
HETATM  104  H50 UNL     1       9.218   3.500   3.558  1.00  0.00           H  
CONECT    1    2    2   55   56
CONECT    2    3   57
CONECT    3    4    5   58
CONECT    4    5   59   60
CONECT    5    6   46
CONECT    6    7   61
CONECT    7    8    8    9
CONECT    9   10   13   62
CONECT   10   11   63   64
CONECT   11   12   45   65
CONECT   12   13   66   67
CONECT   13   14
CONECT   14   15   15   16
CONECT   16   17   21   68
CONECT   17   18   19   20
CONECT   18   69   70   71
CONECT   19   72   73   74
CONECT   20   75   76   77
CONECT   21   22   78
CONECT   22   23   23   24
CONECT   24   25
CONECT   25   26   27   79
CONECT   26   27   80   81
CONECT   27   28   82
CONECT   28   29   83   84
CONECT   29   30   85   86
CONECT   30   31   87   88
CONECT   31   32   89   90
CONECT   32   33   91   92
CONECT   33   34   34   44
CONECT   34   35
CONECT   35   36   36   42
CONECT   36   37   93
CONECT   37   38   38   94
CONECT   38   39   41
CONECT   39   40
CONECT   40   95   96   97
CONECT   41   42   42   98
CONECT   42   43
CONECT   43   44   44
CONECT   44   45
CONECT   46   47   47   48
CONECT   48   49   99
CONECT   49   50   50   51   51
CONECT   49   52
CONECT   52   53   54  100
CONECT   53   54  101  102
CONECT   54  103  104
END

HMDB0252939
     RDKit          3D
Grazoprevir
104110  0  0  0  0  0  0  0  0999 V2000
    4.3411    0.2824   -4.4539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6546   -0.3759   -3.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2849    0.2996   -2.1970 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7260   -0.6593   -1.0703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8060    0.5076   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4942    0.3248   -0.3359 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3652   -0.3280   -0.8419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4044   -0.8976   -1.9479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0736   -0.3537   -0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3864    0.9680   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3174    1.0874   -1.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3335   -0.3116   -1.8820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1435   -1.1776   -0.8205 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2810   -2.5243   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2154   -2.9720    0.5096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7767   -3.3994   -1.7493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236   -4.6811   -1.8627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -5.5802   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4442   -4.2926   -2.1218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636   -5.3913   -3.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2127   -3.4889   -1.8249 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0670   -4.5564   -1.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7843   -4.9989   -2.4364 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2282   -5.1520   -0.2526 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9575   -5.0426    0.8875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4042   -4.1738    1.9755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6714   -3.8109    1.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6224   -2.6877    0.2218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6178   -1.5969    0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2126   -0.6978    1.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -0.3290    1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2634    0.1493    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1165    1.6571    0.4713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424    2.3262    1.3932 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339    3.6516    1.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5905    4.3002    2.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5462    5.6719    2.6391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7303    6.4026    1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6763    7.8061    1.9230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8202    8.4978    1.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9826    5.7316    0.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0015    4.3627    0.7024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2767    3.7176   -0.2146 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927    2.3593   -0.3780 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557    1.7012   -1.3130 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5474    1.6427   -0.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7581    1.8256   -0.4824 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    2.4693    0.8459 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9921    3.7171    1.5695 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.2967    4.7281    0.5157 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500    4.3978    2.6807 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4854    2.9850    2.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3251    2.3292    3.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1189    3.6331    3.4011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8739   -0.2092   -5.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5397    1.3408   -4.5507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4664   -1.4382   -3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2022    0.9353   -2.4987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2576   -1.6703   -1.0831 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560   -0.6628   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    0.7531    0.6438 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2548   -0.7875    0.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546    1.7655    0.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3373    0.9389    0.8309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3448    1.7572   -1.9626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3825   -0.6056   -2.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -0.3205   -2.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4244   -2.8442   -2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5842   -6.5143   -0.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521   -5.2233    0.2120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9975   -5.9744   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7714   -3.5128   -1.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1174   -5.1572   -2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5516   -3.8274   -3.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3846   -5.9974   -3.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7300   -4.6617   -3.8932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2812   -6.1269   -2.9050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6743   -2.6014   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4691   -5.9728    1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5822   -3.4689    1.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4567   -4.5005    3.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5659   -3.8441    1.8798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5922   -2.2851    0.2518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9043   -3.1261   -0.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8993   -1.0899   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505   -2.1400    0.8945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334   -1.0717    2.6587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7850    0.2680    1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6655    0.4899    2.4754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1757   -1.1778    2.1391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814   -0.2388    0.1619 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543   -0.0254   -0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2377    3.7527    3.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1424    6.1927    3.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8114    8.0434    1.1541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8426    9.5750    1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1573    8.2096   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3347    6.2916    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0471    2.3922    1.1758 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1292    2.4790    1.4984 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3278    2.4105    4.0596 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9049    1.3915    3.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6651    4.5353    3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2180    3.5004    3.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 16 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 38 41  1  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
  5 46  1  0
 46 47  2  0
 46 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  2  0
 49 52  1  0
 52 53  1  0
 53 54  1  0
  5  3  1  0
 13  9  1  0
 27 25  1  0
 44 33  1  0
 54 52  1  0
 45 11  1  0
 42 35  1  0
  1 55  1  0
  1 56  1  0
  2 57  1  0
  3 58  1  0
  4 59  1  0
  4 60  1  0
  6 61  1  0
  9 62  1  0
 10 63  1  0
 10 64  1  0
 11 65  1  0
 12 66  1  0
 12 67  1  0
 16 68  1  0
 18 69  1  0
 18 70  1  0
 18 71  1  0
 19 72  1  0
 19 73  1  0
 19 74  1  0
 20 75  1  0
 20 76  1  0
 20 77  1  0
 21 78  1  0
 25 79  1  0
 26 80  1  0
 26 81  1  0
 27 82  1  0
 28 83  1  0
 28 84  1  0
 29 85  1  0
 29 86  1  0
 30 87  1  0
 30 88  1  0
 31 89  1  0
 31 90  1  0
 32 91  1  0
 32 92  1  0
 36 93  1  0
 37 94  1  0
 40 95  1  0
 40 96  1  0
 40 97  1  0
 41 98  1  0
 48 99  1  0
 52100  1  0
 53101  1  0
 53102  1  0
 54103  1  0
 54104  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
24-Tert-butyl-N-{1-[(cyclopropanesulfonyl)-C-hydroxycarbonimidoyl]-2-ethenylcyclopropyl}-22-hydroxy-7-methoxy-25-oxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0,.0,.0,]nonacosa-3(12),4,6,8,10,22-hexaene-27-carboximidate	Generator
24-Tert-butyl-N-{1-[(cyclopropanesulphonyl)-C-hydroxycarbonimidoyl]-2-ethenylcyclopropyl}-22-hydroxy-7-methoxy-25-oxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0,.0,.0,]nonacosa-3(12),4,6,8,10,22-hexaene-27-carboximidate	Generator
24-Tert-butyl-N-{1-[(cyclopropanesulphonyl)-C-hydroxycarbonimidoyl]-2-ethenylcyclopropyl}-22-hydroxy-7-methoxy-25-oxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0,.0,.0,]nonacosa-3(12),4,6,8,10,22-hexaene-27-carboximidic acid	Generator

Chemical Formula

C₃₈H₅₀N₆O₉S

Average Molecular Weight

766.91

Monoisotopic Molecular Weight

766.335998388

IUPAC Name

24-tert-butyl-N-{1-[(cyclopropanesulfonyl)carbamoyl]-2-ethenylcyclopropyl}-7-methoxy-22,25-dioxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0^{3,12}.0^{5,10}.0^{18,20}]nonacosa-3,5(10),6,8,11-pentaene-27-carboxamide

Traditional Name

24-tert-butyl-N-[1-(cyclopropanesulfonylcarbamoyl)-2-ethenylcyclopropyl]-7-methoxy-22,25-dioxo-2,21-dioxa-4,11,23,26-tetraazapentacyclo[24.2.1.0^{3,12}.0^{5,10}.0^{18,20}]nonacosa-3,5(10),6,8,11-pentaene-27-carboxamide

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C=C1)N=C1CCCCCC3CC3OC(=O)NC(C(=O)N3CC(CC3C(=O)NC3(CC3C=C)C(=O)NS(=O)(=O)C3CC3)OC1=N2)C(C)(C)C

InChI Identifier

InChI=1S/C38H50N6O9S/c1-6-22-19-38(22,35(47)43-54(49,50)25-13-14-25)42-32(45)29-18-24-20-44(29)34(46)31(37(2,3)4)41-36(48)53-30-16-21(30)10-8-7-9-11-27-33(52-24)40-28-17-23(51-5)12-15-26(28)39-27/h6,12,15,17,21-22,24-25,29-31H,1,7-11,13-14,16,18-20H2,2-5H3,(H,41,48)(H,42,45)(H,43,47)

InChI Key

OBMNJSNZOWALQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
Alpha-amino acid or derivatives
Quinoxaline
Anisole
Phenol ether
Alkyl aryl ether
Pyrazine
Benzenoid
Heteroaromatic compound
Pyrrolidine
Tertiary carboxylic acid amide
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxamide group
Lactam
Carboximidic acid
Carboximidic acid derivative
Ether
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.26	ALOGPS
logP	3.35	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	1.79	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	195.22 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	193.61 m³·mol⁻¹	ChemAxon
Polarizability	80.46 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	277.049	30932474
DeepCCS	[M-H]-	275.154	30932474
DeepCCS	[M-2H]-	308.426	30932474
DeepCCS	[M+Na]+	282.705	30932474
AllCCS	[M+H]+	260.5	32859911
AllCCS	[M+H-H2O]+	260.4	32859911
AllCCS	[M+NH4]+	260.5	32859911
AllCCS	[M+Na]+	260.5	32859911
AllCCS	[M-H]-	226.5	32859911
AllCCS	[M+Na-2H]-	230.4	32859911
AllCCS	[M+HCOO]-	234.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Grazoprevir	COC1=CC2=C(C=C1)N=C1CCCCCC3CC3OC(=O)NC(C(=O)N3CC(CC3C(=O)NC3(CC3C=C)C(=O)NS(=O)(=O)C3CC3)OC1=N2)C(C)(C)C	7093.2	Standard polar	33892256
Grazoprevir	COC1=CC2=C(C=C1)N=C1CCCCCC3CC3OC(=O)NC(C(=O)N3CC(CC3C(=O)NC3(CC3C=C)C(=O)NS(=O)(=O)C3CC3)OC1=N2)C(C)(C)C	4724.9	Standard non polar	33892256
Grazoprevir	COC1=CC2=C(C=C1)N=C1CCCCCC3CC3OC(=O)NC(C(=O)N3CC(CC3C(=O)NC3(CC3C=C)C(=O)NS(=O)(=O)C3CC3)OC1=N2)C(C)(C)C	5625.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Grazoprevir,1TMS,isomer #1	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)N([Si](C)(C)C)C(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)NS(=O)(=O)C1CC1	5951.5	Semi standard non polar	33892256
Grazoprevir,1TMS,isomer #1	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)N([Si](C)(C)C)C(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)NS(=O)(=O)C1CC1	5747.0	Standard non polar	33892256
Grazoprevir,1TMS,isomer #1	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)N([Si](C)(C)C)C(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)NS(=O)(=O)C1CC1	8745.3	Standard polar	33892256
Grazoprevir,1TMS,isomer #2	C=CC1CC1(C(=O)NS(=O)(=O)C1CC1)N(C(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)[Si](C)(C)C	6027.6	Semi standard non polar	33892256
Grazoprevir,1TMS,isomer #2	C=CC1CC1(C(=O)NS(=O)(=O)C1CC1)N(C(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)[Si](C)(C)C	5766.6	Standard non polar	33892256
Grazoprevir,1TMS,isomer #2	C=CC1CC1(C(=O)NS(=O)(=O)C1CC1)N(C(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)[Si](C)(C)C	9139.2	Standard polar	33892256
Grazoprevir,1TMS,isomer #3	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)N([Si](C)(C)C)S(=O)(=O)C1CC1	6014.4	Semi standard non polar	33892256
Grazoprevir,1TMS,isomer #3	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)N([Si](C)(C)C)S(=O)(=O)C1CC1	5792.4	Standard non polar	33892256
Grazoprevir,1TMS,isomer #3	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)N([Si](C)(C)C)S(=O)(=O)C1CC1	9000.0	Standard polar	33892256
Grazoprevir,1TBDMS,isomer #1	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)NS(=O)(=O)C1CC1	6143.3	Semi standard non polar	33892256
Grazoprevir,1TBDMS,isomer #1	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)NS(=O)(=O)C1CC1	5993.3	Standard non polar	33892256
Grazoprevir,1TBDMS,isomer #1	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)N([Si](C)(C)C(C)(C)C)C(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)NS(=O)(=O)C1CC1	8701.9	Standard polar	33892256
Grazoprevir,1TBDMS,isomer #2	C=CC1CC1(C(=O)NS(=O)(=O)C1CC1)N(C(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)[Si](C)(C)C(C)(C)C	6213.8	Semi standard non polar	33892256
Grazoprevir,1TBDMS,isomer #2	C=CC1CC1(C(=O)NS(=O)(=O)C1CC1)N(C(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)[Si](C)(C)C(C)(C)C	6004.1	Standard non polar	33892256
Grazoprevir,1TBDMS,isomer #2	C=CC1CC1(C(=O)NS(=O)(=O)C1CC1)N(C(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)[Si](C)(C)C(C)(C)C	9064.4	Standard polar	33892256
Grazoprevir,1TBDMS,isomer #3	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1CC1	6195.8	Semi standard non polar	33892256
Grazoprevir,1TBDMS,isomer #3	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1CC1	6011.7	Standard non polar	33892256
Grazoprevir,1TBDMS,isomer #3	C=CC1CC1(NC(=O)C1CC2CN1C(=O)C(C(C)(C)C)NC(=O)OC1CC1CCCCCC1=NC3=CC=C(OC)C=C3N=C1O2)C(=O)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1CC1	8991.4	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grazoprevir 10V, Positive-QTOF	splash10-014i-0000001900-bc38850279f6933f7931	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grazoprevir 20V, Positive-QTOF	splash10-014i-0000019600-f2ab9f9f2b28df3c486e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grazoprevir 40V, Positive-QTOF	splash10-0udi-2800795800-c393f7d1a13f5683de8c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grazoprevir 10V, Negative-QTOF	splash10-014i-0000000900-cf735faa533b8b6d5c61	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grazoprevir 20V, Negative-QTOF	splash10-02ta-2000006900-8eed780454f59cded95e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Grazoprevir 40V, Negative-QTOF	splash10-000f-1100946400-579b8e9289acdc7a76a3	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

30922905

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72535808

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Grazoprevir (HMDB0252939)

MOL for HMDB0252939 (Grazoprevir)

3D MOL for HMDB0252939 (Grazoprevir)

3D SDF for HMDB0252939 (Grazoprevir)

3D-SDF for HMDB0252939 (Grazoprevir)

PDB for HMDB0252939 (Grazoprevir)

3D PDB for HMDB0252939 (Grazoprevir)

SMILES for HMDB0252939 (Grazoprevir)

INCHI for HMDB0252939 (Grazoprevir)

Structure for HMDB0252939 (Grazoprevir)

3D Structure for HMDB0252939 (Grazoprevir)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra