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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:50:09 UTC

Update Date

2021-09-26 23:17:43 UTC

HMDB ID

HMDB0259882

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Lomibuvir

Description

Lomibuvir, also known as VCH-222, belongs to the class of organic compounds known as thiophene carboxylic acids. Thiophene carboxylic acids are compounds containing a thiophene ring which bears a carboxylic acid group. Based on a literature review a significant number of articles have been published on Lomibuvir. This compound has been identified in human blood as reported by (PMID: 31557052 ). Lomibuvir is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Lomibuvir 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


  Mrv1652309122100502D          

 31 33  0  0  0  0            999 V2000
   -1.5356   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544   -3.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1694   -4.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -5.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8369   -5.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  3  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END

HMDB0259882
     RDKit          3D
Lomibuvir
 66 68  0  0  0  0  0  0  0  0999 V2000
   -5.4931   -3.6569    0.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1055   -2.1893    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8397   -1.9693    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1184   -0.7232    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124   -0.7055   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4182   -0.5036   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8645   -1.6165   -1.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    0.6395   -0.8266 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.5109   -1.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.0116   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -0.0941   -1.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.6220   -0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1899   -1.0838   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4000   -1.6778    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4680   -1.9277   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0297   -2.9813    1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9457   -0.7670    1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7751    0.5588   -2.6740 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    0.9243   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653    1.5028   -3.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9407    1.6649   -3.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8754    1.8576   -4.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671    1.8949   -0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953    1.9522    1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    3.4221    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0372    4.3694    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042    4.8275   -0.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    4.0162   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501    2.5224   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667   -1.9885   -1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -2.0198   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5617   -4.2460    0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254   -4.0713   -0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1299   -3.6639    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9045   -1.5335    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1859   -1.8181    2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -2.8673    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318   -0.6659    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6808    0.1989    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407    0.1241   -0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -0.3779    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1564   -2.7592   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080   -2.1181    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5221   -1.0186   -1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3575   -3.5180    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4486   -2.8141    2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9402   -3.5695    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0361   -1.0398    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9219    0.2992    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4919   -0.9384    2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6425    1.5257   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127    2.5997   -0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8925    1.6967    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0521    1.3866    1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3453    3.6246    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    3.6840    2.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863    5.3247    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1481    5.7930   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076    4.4707   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314    4.4130   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    2.1915    0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7017    2.2729   -1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830   -1.9658   -2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8265   -2.8221   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106   -2.8549   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3004   -1.0681   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  3  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  8 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  5 30  1  0
 30 31  1  0
 31  2  1  0
 19  9  2  0
 29 23  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
 10 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
 28 59  1  0
 28 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
M  END


  Mrv1652309122100502D          

 31 33  0  0  0  0            999 V2000
   -1.5356   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8212   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6078   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1067   -1.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    0.7634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -0.4741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801    0.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -0.0616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -0.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946    1.1759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6544   -3.9035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1694   -4.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3155   -5.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8369   -5.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 18 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  3  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259882

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CCC(CC1)C(=O)N(C1CCC(O)CC1)C1=C(SC(=C1)C#CC(C)(C)C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H35NO4S/c1-16-5-7-17(8-6-16)23(28)26(18-9-11-19(27)12-10-18)21-15-20(13-14-25(2,3)4)31-22(21)24(29)30/h15-19,27H,5-12H2,1-4H3,(H,29,30)

> <INCHI_KEY>
WPMJNLCLKAKMLA-UHFFFAOYSA-N

> <FORMULA>
C25H35NO4S

> <MOLECULAR_WEIGHT>
445.62

> <EXACT_MASS>
445.228679785

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
50.942333225078954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(3,3-dimethylbut-1-yn-1-yl)-3-[N-(4-hydroxycyclohexyl)4-methylcyclohexaneamido]thiophene-2-carboxylic acid

> <ALOGPS_LOGP>
3.95

> <JCHEM_LOGP>
5.609899537

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.256503118825332

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0845892149584015

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4638931172161165

> <JCHEM_POLAR_SURFACE_AREA>
77.84

> <JCHEM_REFRACTIVITY>
120.69939999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(3,3-dimethylbut-1-yn-1-yl)-3-[N-(4-hydroxycyclohexyl)4-methylcyclohexaneamido]thiophene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259882
     RDKit          3D
Lomibuvir
 66 68  0  0  0  0  0  0  0  0999 V2000
   -5.4931   -3.6569    0.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1055   -2.1893    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8397   -1.9693    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1184   -0.7232    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124   -0.7055   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4182   -0.5036   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8645   -1.6165   -1.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    0.6395   -0.8266 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.5109   -1.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.0116   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -0.0941   -1.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.6220   -0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1899   -1.0838   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4000   -1.6778    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4680   -1.9277   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0297   -2.9813    1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9457   -0.7670    1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7751    0.5588   -2.6740 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    0.9243   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653    1.5028   -3.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9407    1.6649   -3.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8754    1.8576   -4.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671    1.8949   -0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953    1.9522    1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    3.4221    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0372    4.3694    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042    4.8275   -0.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    4.0162   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501    2.5224   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667   -1.9885   -1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -2.0198   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5617   -4.2460    0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254   -4.0713   -0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1299   -3.6639    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9045   -1.5335    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1859   -1.8181    2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -2.8673    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318   -0.6659    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6808    0.1989    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407    0.1241   -0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -0.3779    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1564   -2.7592   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080   -2.1181    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5221   -1.0186   -1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3575   -3.5180    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4486   -2.8141    2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9402   -3.5695    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0361   -1.0398    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9219    0.2992    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4919   -0.9384    2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6425    1.5257   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127    2.5997   -0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8925    1.6967    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0521    1.3866    1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3453    3.6246    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    3.6840    2.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863    5.3247    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1481    5.7930   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076    4.4707   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314    4.4130   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    2.1915    0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7017    2.2729   -1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830   -1.9658   -2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8265   -2.8221   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106   -2.8549   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3004   -1.0681   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  3  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  8 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  5 30  1  0
 30 31  1  0
 31  2  1  0
 19  9  2  0
 29 23  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
 10 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
 28 59  1  0
 28 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.867  -3.195   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.533  -2.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.533  -0.885   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.199  -0.115   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.134  -0.885   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.134  -2.425   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.199  -3.195   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.468  -0.115   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.468   1.425   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       3.802  -0.885   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.136  -0.115   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.136   1.425   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.803   1.425   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.803  -0.115   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.469  -0.885   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.137   2.195   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM   20  S   UNK     0       4.572  -4.795   0.000  0.00  0.00           S+0
HETATM   21  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.127  -6.041   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.221  -7.287   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.316  -8.532   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.589  -9.778   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.930  -7.627   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.562  -9.438   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.512  -2.854   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       7.657  -3.885   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.833  -1.348   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   18                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   10   19   22                                                  
CONECT   19   18   20   29                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21   18                                                       
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   19   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0259882
HETATM    1  C1  UNL     1      -5.493  -3.657   0.800  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.105  -2.189   0.583  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.840  -1.969   1.381  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.118  -0.723   0.980  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.812  -0.705  -0.466  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.418  -0.504  -0.853  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.864  -1.617  -1.296  1.00  0.00           O  
HETATM    8  N1  UNL     1      -0.615   0.639  -0.827  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.763   0.511  -1.337  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.744  -0.012  -0.581  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.992  -0.094  -1.122  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.195  -0.622  -0.509  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.190  -1.084  -0.006  1.00  0.00           C  
HETATM   14  C12 UNL     1       6.400  -1.678   0.612  1.00  0.00           C  
HETATM   15  C13 UNL     1       7.468  -1.928  -0.419  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.030  -2.981   1.248  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.946  -0.767   1.667  1.00  0.00           C  
HETATM   18  S1  UNL     1       2.775   0.559  -2.674  1.00  0.00           S  
HETATM   19  C16 UNL     1       1.073   0.924  -2.592  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.265   1.503  -3.663  1.00  0.00           C  
HETATM   21  O2  UNL     1      -0.941   1.665  -3.497  1.00  0.00           O  
HETATM   22  O3  UNL     1       0.875   1.858  -4.841  1.00  0.00           O  
HETATM   23  C18 UNL     1      -0.967   1.895  -0.292  1.00  0.00           C  
HETATM   24  C19 UNL     1      -0.895   1.952   1.255  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.701   3.422   1.585  1.00  0.00           C  
HETATM   26  C21 UNL     1      -1.037   4.369   0.493  1.00  0.00           C  
HETATM   27  O4  UNL     1       0.104   4.827  -0.193  1.00  0.00           O  
HETATM   28  C22 UNL     1      -2.149   4.016  -0.423  1.00  0.00           C  
HETATM   29  C23 UNL     1      -2.250   2.522  -0.642  1.00  0.00           C  
HETATM   30  C24 UNL     1      -3.367  -1.989  -1.104  1.00  0.00           C  
HETATM   31  C25 UNL     1      -4.851  -2.020  -0.902  1.00  0.00           C  
HETATM   32  H1  UNL     1      -4.562  -4.246   0.977  1.00  0.00           H  
HETATM   33  H2  UNL     1      -6.025  -4.071  -0.076  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.130  -3.664   1.714  1.00  0.00           H  
HETATM   35  H4  UNL     1      -5.905  -1.533   0.939  1.00  0.00           H  
HETATM   36  H5  UNL     1      -4.186  -1.818   2.441  1.00  0.00           H  
HETATM   37  H6  UNL     1      -3.204  -2.867   1.309  1.00  0.00           H  
HETATM   38  H7  UNL     1      -2.132  -0.666   1.530  1.00  0.00           H  
HETATM   39  H8  UNL     1      -3.681   0.199   1.294  1.00  0.00           H  
HETATM   40  H9  UNL     1      -3.441   0.124  -0.930  1.00  0.00           H  
HETATM   41  H10 UNL     1       1.584  -0.378   0.456  1.00  0.00           H  
HETATM   42  H11 UNL     1       7.156  -2.759  -1.115  1.00  0.00           H  
HETATM   43  H12 UNL     1       8.408  -2.118   0.096  1.00  0.00           H  
HETATM   44  H13 UNL     1       7.522  -1.019  -1.087  1.00  0.00           H  
HETATM   45  H14 UNL     1       5.358  -3.518   0.547  1.00  0.00           H  
HETATM   46  H15 UNL     1       5.449  -2.814   2.187  1.00  0.00           H  
HETATM   47  H16 UNL     1       6.940  -3.569   1.424  1.00  0.00           H  
HETATM   48  H17 UNL     1       8.036  -1.040   1.784  1.00  0.00           H  
HETATM   49  H18 UNL     1       6.922   0.299   1.381  1.00  0.00           H  
HETATM   50  H19 UNL     1       6.492  -0.938   2.665  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.643   1.526  -5.755  1.00  0.00           H  
HETATM   52  H21 UNL     1      -0.113   2.600  -0.558  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.893   1.697   1.646  1.00  0.00           H  
HETATM   54  H23 UNL     1      -0.052   1.387   1.634  1.00  0.00           H  
HETATM   55  H24 UNL     1       0.345   3.625   1.909  1.00  0.00           H  
HETATM   56  H25 UNL     1      -1.315   3.684   2.494  1.00  0.00           H  
HETATM   57  H26 UNL     1      -1.386   5.325   1.026  1.00  0.00           H  
HETATM   58  H27 UNL     1       0.148   5.793  -0.289  1.00  0.00           H  
HETATM   59  H28 UNL     1      -2.008   4.471  -1.439  1.00  0.00           H  
HETATM   60  H29 UNL     1      -3.131   4.413  -0.035  1.00  0.00           H  
HETATM   61  H30 UNL     1      -3.013   2.192   0.146  1.00  0.00           H  
HETATM   62  H31 UNL     1      -2.702   2.273  -1.612  1.00  0.00           H  
HETATM   63  H32 UNL     1      -3.083  -1.966  -2.184  1.00  0.00           H  
HETATM   64  H33 UNL     1      -2.826  -2.822  -0.663  1.00  0.00           H  
HETATM   65  H34 UNL     1      -5.311  -2.855  -1.476  1.00  0.00           H  
HETATM   66  H35 UNL     1      -5.300  -1.068  -1.244  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   31   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6   30   40
CONECT    6    7    7    8
CONECT    8    9   23
CONECT    9   10   19   19
CONECT   10   11   11   41
CONECT   11   12   18
CONECT   12   13   13   13
CONECT   13   14
CONECT   14   15   16   17
CONECT   15   42   43   44
CONECT   16   45   46   47
CONECT   17   48   49   50
CONECT   18   19
CONECT   19   20
CONECT   20   21   21   22
CONECT   22   51
CONECT   23   24   29   52
CONECT   24   25   53   54
CONECT   25   26   55   56
CONECT   26   27   28   57
CONECT   27   58
CONECT   28   29   59   60
CONECT   29   61   62
CONECT   30   31   63   64
CONECT   31   65   66
END

HMDB0259882
     RDKit          3D
Lomibuvir
 66 68  0  0  0  0  0  0  0  0999 V2000
   -5.4931   -3.6569    0.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1055   -2.1893    0.5829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8397   -1.9693    1.3805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1184   -0.7232    0.9804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8124   -0.7055   -0.4656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4182   -0.5036   -0.8525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8645   -1.6165   -1.2961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6151    0.6395   -0.8266 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7627    0.5109   -1.3373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7440   -0.0116   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9917   -0.0941   -1.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1951   -0.6220   -0.5085 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1899   -1.0838   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4000   -1.6778    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4680   -1.9277   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0297   -2.9813    1.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9457   -0.7670    1.6665 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7751    0.5588   -2.6740 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0731    0.9243   -2.5925 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2653    1.5028   -3.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9407    1.6649   -3.4972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8754    1.8576   -4.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9671    1.8949   -0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8953    1.9522    1.2553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    3.4221    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0372    4.3694    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1042    4.8275   -0.1926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    4.0162   -0.4226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2501    2.5224   -0.6417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3667   -1.9885   -1.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8511   -2.0198   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5617   -4.2460    0.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0254   -4.0713   -0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1299   -3.6639    1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9045   -1.5335    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1859   -1.8181    2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2038   -2.8673    1.3091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318   -0.6659    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6808    0.1989    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4407    0.1241   -0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -0.3779    0.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1564   -2.7592   -1.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4080   -2.1181    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5221   -1.0186   -1.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3575   -3.5180    0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4486   -2.8141    2.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9402   -3.5695    1.4237 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0361   -1.0398    1.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9219    0.2992    1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4919   -0.9384    2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6425    1.5257   -5.7552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127    2.5997   -0.5583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8925    1.6967    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0521    1.3866    1.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3453    3.6246    1.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3151    3.6840    2.4940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3863    5.3247    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1481    5.7930   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0076    4.4707   -1.4386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314    4.4130   -0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0130    2.1915    0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7017    2.2729   -1.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0830   -1.9658   -2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8265   -2.8221   -0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3106   -2.8549   -1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3004   -1.0681   -1.2436 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  3  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
 11 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  8 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  5 30  1  0
 30 31  1  0
 31  2  1  0
 19  9  2  0
 29 23  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
 10 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 17 50  1  0
 22 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 27 58  1  0
 28 59  1  0
 28 60  1  0
 29 61  1  0
 29 62  1  0
 30 63  1  0
 30 64  1  0
 31 65  1  0
 31 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-(3,3-Dimethylbut-1-yn-1-yl)-3-[N-(4-hydroxycyclohexyl)4-methylcyclohexaneamido]thiophene-2-carboxylate	HMDB
5-(3,3-Dimethylbut-1-ynyl)-3-((trans-4-hydroxycyclohexyl)((trans-4-methylcyclohexyl)carbonyl)amino)thiophene-2-carboxylic acid	MeSH
VCH-222	MeSH

Chemical Formula

C₂₅H₃₅NO₄S

Average Molecular Weight

445.62

Monoisotopic Molecular Weight

445.228679785

IUPAC Name

5-(3,3-dimethylbut-1-yn-1-yl)-3-[N-(4-hydroxycyclohexyl)4-methylcyclohexaneamido]thiophene-2-carboxylic acid

Traditional Name

5-(3,3-dimethylbut-1-yn-1-yl)-3-[N-(4-hydroxycyclohexyl)4-methylcyclohexaneamido]thiophene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1CCC(CC1)C(=O)N(C1CCC(O)CC1)C1=C(SC(=C1)C#CC(C)(C)C)C(O)=O

InChI Identifier

InChI=1S/C25H35NO4S/c1-16-5-7-17(8-6-16)23(28)26(18-9-11-19(27)12-10-18)21-15-20(13-14-25(2,3)4)31-22(21)24(29)30/h15-19,27H,5-12H2,1-4H3,(H,29,30)

InChI Key

WPMJNLCLKAKMLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiophene carboxylic acids. Thiophene carboxylic acids are compounds containing a thiophene ring which bears a carboxylic acid group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiophenes

Sub Class

Thiophene carboxylic acids and derivatives

Direct Parent

Thiophene carboxylic acids

Alternative Parents

Substituents

Thiophene carboxylic acid
2,3,5-trisubstituted thiophene
Cyclohexanol
Cyclic alcohol
Tertiary carboxylic acid amide
Heteroaromatic compound
Vinylogous amide
Carboxamide group
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0259882)

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	3.95	ALOGPS
logP	5.61	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.08	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	77.84 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	120.7 m³·mol⁻¹	ChemAxon
Polarizability	50.94 Å³	ChemAxon
Number of Rings	3	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
AllCCS	[M+H]+	208.633	32859911
AllCCS	[M+H-H2O]+	206.735	32859911
AllCCS	[M+Na]+	210.863	32859911
AllCCS	[M+NH4]+	210.369	32859911
AllCCS	[M-H]-	205.023	32859911
AllCCS	[M+Na-2H]-	206.253	32859911
AllCCS	[M+HCOO]-	207.753	32859911
DeepCCS	[M+H]+	205.462	30932474
DeepCCS	[M-H]-	203.104	30932474
DeepCCS	[M-2H]-	237.326	30932474
DeepCCS	[M+Na]+	213.189	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.86 minutes	32390414
Predicted by Siyang on May 30, 2022	20.2848 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.54 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3161.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	462.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	235.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	203.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	433.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	904.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	907.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1658.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	651.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1938.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	524.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	506.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	204.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	404.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Lomibuvir	CC1CCC(CC1)C(=O)N(C1CCC(O)CC1)C1=C(SC(=C1)C#CC(C)(C)C)C(O)=O	4144.9	Standard polar	33892256
Lomibuvir	CC1CCC(CC1)C(=O)N(C1CCC(O)CC1)C1=C(SC(=C1)C#CC(C)(C)C)C(O)=O	3233.7	Standard non polar	33892256
Lomibuvir	CC1CCC(CC1)C(=O)N(C1CCC(O)CC1)C1=C(SC(=C1)C#CC(C)(C)C)C(O)=O	3543.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-6119300000-10fa3cbaf97952978c7e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Lomibuvir GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	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

24747392

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24798764

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 Lomibuvir (HMDB0259882)

MOL for HMDB0259882 (Lomibuvir)

3D MOL for HMDB0259882 (Lomibuvir)

3D SDF for HMDB0259882 (Lomibuvir)

3D-SDF for HMDB0259882 (Lomibuvir)

PDB for HMDB0259882 (Lomibuvir)

3D PDB for HMDB0259882 (Lomibuvir)

SMILES for HMDB0259882 (Lomibuvir)

INCHI for HMDB0259882 (Lomibuvir)

Structure for HMDB0259882 (Lomibuvir)

3D Structure for HMDB0259882 (Lomibuvir)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra