Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015067

Secondary Accession Numbers

HMDB15067

Metabolite Identification

Common Name

Tipranavir

Description

Tipranavir is only found in individuals that have used or taken this drug. It is a sulfonamide-containing dyhydropyrone and a nonpeptidic protease inhibitor that targets the HIV protease. It is administered with ritonavir in combination therapy to treat HIV infections.Tipranavir inhibits the processing of the viral Gag and Gag-Pol polyproteins in HIV-1 infected cells, thus preventing formation of mature virions. Two mechanisms are suggested in regards to the potency of tipranavir: 1. Tipravanir may bind to the active site of the protease enzyme with fewer hydrogen bonds than peptidic protease inhibitors, which results in increased flexibility, allowing it to fit into the active site of the enzyme in viruses that have become resistance to other protease inhibitors. This also enables tipranavir to adjust to amino acid substitutions at the active site. 2. Tipranavir's strong hydrogen bonding interaction with the amide backbone of the protease active site Asp30 may lead to its activity against resistant viruses.

Structure

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

932
  Mrv0541 02231215072D          

 42 45  0  0  1  0            999 V2000
    5.2224   -1.6905    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.0550    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.6260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.7530    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239   -0.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -0.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350   -2.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099   -0.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.2780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    1.1971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5094    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2075    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3824    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -0.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0325    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -1.2780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5574    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094   -1.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -1.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4450    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094   -2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -1.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0325    3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2700    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4450    4.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6825    3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2700    4.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  1  9  2  0  0  0  0
  1 10  1  0  0  0  0
  1 37  1  0  0  0  0
  2 42  1  0  0  0  0
  3 42  1  0  0  0  0
  4 42  1  0  0  0  0
  5 12  1  0  0  0  0
  5 21  1  0  0  0  0
  6 17  2  0  0  0  0
  7 21  1  0  0  0  0
 10 31  1  0  0  0  0
 11 37  2  0  0  0  0
 11 41  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  1  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 16 21  2  0  0  0  0
 18 24  1  0  0  0  0
 19 22  1  6  0  0  0
 19 23  1  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  2  0  0  0  0
 23 28  1  0  0  0  0
 24 29  2  0  0  0  0
 24 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  2  0  0  0  0
 29 34  1  0  0  0  0
 30 35  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
 34 36  2  0  0  0  0
 35 36  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END

HMDB0015067
     RDKit          3D
Tipranavir
 75 78  0  0  0  0  0  0  0  0999 V2000
   -7.3362   -0.7381    1.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604   -0.8614    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9131   -0.4625    1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850   -0.5621    0.2425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5948    0.2468   -0.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    1.7094   -0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7703    2.4227   -0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243    2.6514   -1.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0017    3.3607   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9121    3.8605    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    3.6605    1.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386    2.9499    0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -0.2917    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2678   -0.3589    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4787    0.5786    0.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259   -1.6039   -0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -1.9196   -1.1195 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2722   -3.3586   -1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -4.4040   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -1.6171   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7592   -2.2011    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962   -1.9261    1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8636   -1.0481    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5207   -0.4293   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4065    0.5011   -0.9821 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9859    0.0526   -1.4536 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1844   -1.4480   -1.4041 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2187    0.4080   -2.9291 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2600    0.8406   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2949    0.1542    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3190    0.8387    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3250    2.2000    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3888    3.0173    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9103    3.8702    0.4570 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7784    3.8566    2.3516 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3207    2.2909    2.0805 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793    2.8792    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3003    2.1953   -0.4981 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2925   -0.7202   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -2.2983   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2288   -3.4927   -1.3423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699   -1.9458   -0.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2251   -0.4258    0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1151    0.0997    1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019   -1.6718    1.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3594   -0.2310   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1130   -1.9608    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8112   -1.3207    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1006    0.3985    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6459   -0.0518   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920   -0.0948   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145    2.1483   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    2.1210   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0106    2.2671   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8956    3.5283   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7466    4.4298    1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6836    4.0408    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286    2.7696    1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.6276    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4378   -1.1485    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690   -1.3284   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3504   -3.3915   -1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -3.5463   -2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421   -5.3387   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2181   -4.7842   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878   -4.2126    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -2.8883    1.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537   -2.4144    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364   -0.8387    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951    1.4862   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2673   -0.9256    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1340    0.2867    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2991    3.9574    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430   -0.2202   -1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128   -4.2243   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  2  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 32 37  1  0
 37 38  2  0
 24 39  2  0
 16 40  2  0
 40 41  1  0
 40 42  1  0
 42  4  1  0
 12  7  1  0
 39 20  1  0
 38 29  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  8 54  1  0
  9 55  1  0
 10 56  1  0
 11 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 17 61  1  6
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 19 66  1  0
 21 67  1  0
 22 68  1  0
 23 69  1  0
 25 70  1  0
 30 71  1  0
 31 72  1  0
 37 73  1  0
 39 74  1  0
 41 75  1  0
M  END

932
  Mrv0541 02231215072D          

 42 45  0  0  1  0            999 V2000
    5.2224   -1.6905    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -4.0550    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -2.6260    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -3.7530    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804    0.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239   -0.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -0.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6350   -2.4050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099   -0.9760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -1.2780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.6905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949    1.1971    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5094    0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2075    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3824    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -0.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0325    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7949   -1.2780    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5574    1.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094   -1.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -1.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4450    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1449    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5094   -2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -1.2780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0804   -2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0325    3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2700    2.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -1.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3659   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6515   -2.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4450    4.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6825    3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2700    4.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -3.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  2  0  0  0  0
  1  9  2  0  0  0  0
  1 10  1  0  0  0  0
  1 37  1  0  0  0  0
  2 42  1  0  0  0  0
  3 42  1  0  0  0  0
  4 42  1  0  0  0  0
  5 12  1  0  0  0  0
  5 21  1  0  0  0  0
  6 17  2  0  0  0  0
  7 21  1  0  0  0  0
 10 31  1  0  0  0  0
 11 37  2  0  0  0  0
 11 41  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  1  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 16 21  2  0  0  0  0
 18 24  1  0  0  0  0
 19 22  1  6  0  0  0
 19 23  1  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  2  0  0  0  0
 23 28  1  0  0  0  0
 24 29  2  0  0  0  0
 24 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  2  0  0  0  0
 29 34  1  0  0  0  0
 30 35  2  0  0  0  0
 31 33  2  0  0  0  0
 32 33  1  0  0  0  0
 34 36  2  0  0  0  0
 35 36  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015067

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C31H33F3N2O5S/c1-3-16-30(17-15-21-9-6-5-7-10-21)19-26(37)28(29(38)41-30)25(4-2)22-11-8-12-24(18-22)36-42(39,40)27-14-13-23(20-35-27)31(32,33)34/h5-14,18,20,25,36,38H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1

> <INCHI_KEY>
NZPXPXAGXYTROM-FYBSXPHGSA-N

> <FORMULA>
C31H33F3N2O5S

> <MOLECULAR_WEIGHT>
602.664

> <EXACT_MASS>
602.206227481

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
61.306488222530206

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide

> <ALOGPS_LOGP>
5.71

> <JCHEM_LOGP>
7.814358602666668

> <ALOGPS_LOGS>
-6.46

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.837460347555121

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.956315951648602

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2995759069429247

> <JCHEM_POLAR_SURFACE_AREA>
105.59

> <JCHEM_REFRACTIVITY>
163.55739999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aptivus

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0015067
     RDKit          3D
Tipranavir
 75 78  0  0  0  0  0  0  0  0999 V2000
   -7.3362   -0.7381    1.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604   -0.8614    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9131   -0.4625    1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850   -0.5621    0.2425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5948    0.2468   -0.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    1.7094   -0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7703    2.4227   -0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243    2.6514   -1.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0017    3.3607   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9121    3.8605    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    3.6605    1.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386    2.9499    0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -0.2917    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2678   -0.3589    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4787    0.5786    0.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259   -1.6039   -0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -1.9196   -1.1195 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2722   -3.3586   -1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -4.4040   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -1.6171   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7592   -2.2011    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962   -1.9261    1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8636   -1.0481    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5207   -0.4293   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4065    0.5011   -0.9821 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9859    0.0526   -1.4536 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1844   -1.4480   -1.4041 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2187    0.4080   -2.9291 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2600    0.8406   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2949    0.1542    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3190    0.8387    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3250    2.2000    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3888    3.0173    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9103    3.8702    0.4570 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7784    3.8566    2.3516 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3207    2.2909    2.0805 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793    2.8792    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3003    2.1953   -0.4981 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2925   -0.7202   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -2.2983   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2288   -3.4927   -1.3423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699   -1.9458   -0.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2251   -0.4258    0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1151    0.0997    1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019   -1.6718    1.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3594   -0.2310   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1130   -1.9608    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8112   -1.3207    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1006    0.3985    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6459   -0.0518   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920   -0.0948   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145    2.1483   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    2.1210   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0106    2.2671   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8956    3.5283   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7466    4.4298    1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6836    4.0408    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286    2.7696    1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.6276    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4378   -1.1485    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690   -1.3284   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3504   -3.3915   -1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -3.5463   -2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421   -5.3387   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2181   -4.7842   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878   -4.2126    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -2.8883    1.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537   -2.4144    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364   -0.8387    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951    1.4862   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2673   -0.9256    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1340    0.2867    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2991    3.9574    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430   -0.2202   -1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128   -4.2243   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  2  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 32 37  1  0
 37 38  2  0
 24 39  2  0
 16 40  2  0
 40 41  1  0
 40 42  1  0
 42  4  1  0
 12  7  1  0
 39 20  1  0
 38 29  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  8 54  1  0
  9 55  1  0
 10 56  1  0
 11 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 17 61  1  6
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 19 66  1  0
 21 67  1  0
 22 68  1  0
 23 69  1  0
 25 70  1  0
 30 71  1  0
 31 72  1  0
 37 73  1  0
 39 74  1  0
 41 75  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 932                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0       9.748  -3.156   0.000  0.00  0.00           S+0
HETATM    2  F   UNK     0       5.184  -7.569   0.000  0.00  0.00           F+0
HETATM    3  F   UNK     0       3.644  -4.902   0.000  0.00  0.00           F+0
HETATM    4  F   UNK     0       3.080  -7.006   0.000  0.00  0.00           F+0
HETATM    5  O   UNK     0      15.083   1.465   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      19.085  -0.845   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      13.750  -0.845   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      10.519  -4.489   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.978  -1.822   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      11.082  -2.386   0.000  0.00  0.00           N+0
HETATM   11  N   UNK     0       7.081  -3.156   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      16.417   2.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.751   1.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.187   3.568   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.647   3.568   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.417  -0.845   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.751  -0.075   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.727   3.568   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.417  -2.386   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.107   3.568   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.083  -0.075   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      17.751  -3.156   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.083  -3.156   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      19.497   4.902   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.337   4.902   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      17.751  -4.696   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.750  -2.386   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      15.083  -4.696   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.727   6.236   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.037   4.902   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.416  -3.156   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.750  -5.466   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      12.416  -4.696   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      19.497   7.569   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.807   6.236   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      21.037   7.569   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.415  -3.926   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.415  -5.466   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.081  -6.236   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.748  -5.466   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.748  -3.926   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.414  -6.236   0.000  0.00  0.00           C+0
CONECT    1    8    9   10   37                                             
CONECT    2   42                                                            
CONECT    3   42                                                            
CONECT    4   42                                                            
CONECT    5   12   21                                                       
CONECT    6   17                                                            
CONECT    7   21                                                            
CONECT    8    1                                                            
CONECT    9    1                                                            
CONECT   10    1   31                                                       
CONECT   11   37   41                                                       
CONECT   12    5   13   14   15                                             
CONECT   13   12   17                                                       
CONECT   14   12   18                                                       
CONECT   15   12   20                                                       
CONECT   16   17   19   21                                                  
CONECT   17    6   13   16                                                  
CONECT   18   14   24                                                       
CONECT   19   16   22   23                                                  
CONECT   20   15   25                                                       
CONECT   21    5    7   16                                                  
CONECT   22   19   26                                                       
CONECT   23   19   27   28                                                  
CONECT   24   18   29   30                                                  
CONECT   25   20                                                            
CONECT   26   22                                                            
CONECT   27   23   31                                                       
CONECT   28   23   32                                                       
CONECT   29   24   34                                                       
CONECT   30   24   35                                                       
CONECT   31   10   27   33                                                  
CONECT   32   28   33                                                       
CONECT   33   31   32                                                       
CONECT   34   29   36                                                       
CONECT   35   30   36                                                       
CONECT   36   34   35                                                       
CONECT   37    1   11   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   11   40                                                       
CONECT   42    2    3    4   40                                             
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

COMPND    HMDB0015067
HETATM    1  C1  UNL     1      -7.336  -0.738   1.238  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.160  -0.861   0.302  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.913  -0.462   1.076  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.685  -0.562   0.242  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.595   0.247  -0.977  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.615   1.709  -0.950  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.770   2.423  -0.412  1.00  0.00           C  
HETATM    8  C8  UNL     1      -5.924   2.651  -1.154  1.00  0.00           C  
HETATM    9  C9  UNL     1      -7.002   3.361  -0.670  1.00  0.00           C  
HETATM   10  C10 UNL     1      -6.912   3.860   0.610  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.794   3.660   1.380  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.739   2.950   0.873  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.474  -0.292   1.173  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.268  -0.359   0.289  1.00  0.00           C  
HETATM   15  O1  UNL     1      -0.479   0.579   0.248  1.00  0.00           O  
HETATM   16  C15 UNL     1      -1.126  -1.604  -0.488  1.00  0.00           C  
HETATM   17  C16 UNL     1       0.129  -1.920  -1.119  1.00  0.00           C  
HETATM   18  C17 UNL     1       0.272  -3.359  -1.585  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.187  -4.404  -0.544  1.00  0.00           C  
HETATM   20  C19 UNL     1       1.373  -1.617  -0.406  1.00  0.00           C  
HETATM   21  C20 UNL     1       1.759  -2.201   0.762  1.00  0.00           C  
HETATM   22  C21 UNL     1       2.996  -1.926   1.365  1.00  0.00           C  
HETATM   23  C22 UNL     1       3.864  -1.048   0.788  1.00  0.00           C  
HETATM   24  C23 UNL     1       3.521  -0.429  -0.390  1.00  0.00           C  
HETATM   25  N1  UNL     1       4.407   0.501  -0.982  1.00  0.00           N  
HETATM   26  S1  UNL     1       5.986   0.053  -1.454  1.00  0.00           S  
HETATM   27  O2  UNL     1       6.184  -1.448  -1.404  1.00  0.00           O  
HETATM   28  O3  UNL     1       6.219   0.408  -2.929  1.00  0.00           O  
HETATM   29  C24 UNL     1       7.260   0.841  -0.563  1.00  0.00           C  
HETATM   30  C25 UNL     1       8.295   0.154   0.058  1.00  0.00           C  
HETATM   31  C26 UNL     1       9.319   0.839   0.709  1.00  0.00           C  
HETATM   32  C27 UNL     1       9.325   2.200   0.751  1.00  0.00           C  
HETATM   33  C28 UNL     1      10.389   3.017   1.415  1.00  0.00           C  
HETATM   34  F1  UNL     1      10.910   3.870   0.457  1.00  0.00           F  
HETATM   35  F2  UNL     1       9.778   3.857   2.352  1.00  0.00           F  
HETATM   36  F3  UNL     1      11.321   2.291   2.080  1.00  0.00           F  
HETATM   37  C29 UNL     1       8.279   2.879   0.126  1.00  0.00           C  
HETATM   38  N2  UNL     1       7.300   2.195  -0.498  1.00  0.00           N  
HETATM   39  C30 UNL     1       2.293  -0.720  -0.964  1.00  0.00           C  
HETATM   40  C31 UNL     1      -2.216  -2.298  -0.629  1.00  0.00           C  
HETATM   41  O4  UNL     1      -2.229  -3.493  -1.342  1.00  0.00           O  
HETATM   42  O5  UNL     1      -3.470  -1.946  -0.105  1.00  0.00           O  
HETATM   43  H1  UNL     1      -8.225  -0.426   0.651  1.00  0.00           H  
HETATM   44  H2  UNL     1      -7.115   0.100   1.922  1.00  0.00           H  
HETATM   45  H3  UNL     1      -7.502  -1.672   1.811  1.00  0.00           H  
HETATM   46  H4  UNL     1      -6.359  -0.231  -0.574  1.00  0.00           H  
HETATM   47  H5  UNL     1      -6.113  -1.961   0.029  1.00  0.00           H  
HETATM   48  H6  UNL     1      -4.811  -1.321   1.839  1.00  0.00           H  
HETATM   49  H7  UNL     1      -5.101   0.398   1.662  1.00  0.00           H  
HETATM   50  H8  UNL     1      -2.646  -0.052  -1.542  1.00  0.00           H  
HETATM   51  H9  UNL     1      -4.392  -0.095  -1.708  1.00  0.00           H  
HETATM   52  H10 UNL     1      -2.714   2.148  -0.423  1.00  0.00           H  
HETATM   53  H11 UNL     1      -3.471   2.121  -2.005  1.00  0.00           H  
HETATM   54  H12 UNL     1      -6.011   2.267  -2.161  1.00  0.00           H  
HETATM   55  H13 UNL     1      -7.896   3.528  -1.258  1.00  0.00           H  
HETATM   56  H14 UNL     1      -7.747   4.430   1.015  1.00  0.00           H  
HETATM   57  H15 UNL     1      -5.684   4.041   2.387  1.00  0.00           H  
HETATM   58  H16 UNL     1      -3.829   2.770   1.474  1.00  0.00           H  
HETATM   59  H17 UNL     1      -2.582   0.628   1.722  1.00  0.00           H  
HETATM   60  H18 UNL     1      -2.438  -1.149   1.861  1.00  0.00           H  
HETATM   61  H19 UNL     1       0.169  -1.328  -2.093  1.00  0.00           H  
HETATM   62  H20 UNL     1       1.350  -3.392  -1.969  1.00  0.00           H  
HETATM   63  H21 UNL     1      -0.303  -3.546  -2.518  1.00  0.00           H  
HETATM   64  H22 UNL     1      -0.242  -5.339  -1.037  1.00  0.00           H  
HETATM   65  H23 UNL     1       1.218  -4.784  -0.238  1.00  0.00           H  
HETATM   66  H24 UNL     1      -0.388  -4.213   0.358  1.00  0.00           H  
HETATM   67  H25 UNL     1       1.156  -2.888   1.297  1.00  0.00           H  
HETATM   68  H26 UNL     1       3.254  -2.414   2.287  1.00  0.00           H  
HETATM   69  H27 UNL     1       4.836  -0.839   1.276  1.00  0.00           H  
HETATM   70  H28 UNL     1       4.095   1.486  -1.134  1.00  0.00           H  
HETATM   71  H29 UNL     1       8.267  -0.926   0.010  1.00  0.00           H  
HETATM   72  H30 UNL     1      10.134   0.287   1.186  1.00  0.00           H  
HETATM   73  H31 UNL     1       8.299   3.957   0.170  1.00  0.00           H  
HETATM   74  H32 UNL     1       2.043  -0.220  -1.888  1.00  0.00           H  
HETATM   75  H33 UNL     1      -2.913  -4.224  -1.142  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4   48   49
CONECT    4    5   13   42
CONECT    5    6   50   51
CONECT    6    7   52   53
CONECT    7    8    8   12
CONECT    8    9   54
CONECT    9   10   10   55
CONECT   10   11   56
CONECT   11   12   12   57
CONECT   12   58
CONECT   13   14   59   60
CONECT   14   15   15   16
CONECT   16   17   40   40
CONECT   17   18   20   61
CONECT   18   19   62   63
CONECT   19   64   65   66
CONECT   20   21   21   39
CONECT   21   22   67
CONECT   22   23   23   68
CONECT   23   24   69
CONECT   24   25   39   39
CONECT   25   26   70
CONECT   26   27   27   28   28
CONECT   26   29
CONECT   29   30   30   38
CONECT   30   31   71
CONECT   31   32   32   72
CONECT   32   33   37
CONECT   33   34   35   36
CONECT   37   38   38   73
CONECT   39   74
CONECT   40   41   42
CONECT   41   75
END

HMDB0015067
     RDKit          3D
Tipranavir
 75 78  0  0  0  0  0  0  0  0999 V2000
   -7.3362   -0.7381    1.2379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1604   -0.8614    0.3020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9131   -0.4625    1.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850   -0.5621    0.2425 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5948    0.2468   -0.9767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6147    1.7094   -0.9496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7703    2.4227   -0.4122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9243    2.6514   -1.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0017    3.3607   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9121    3.8605    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7945    3.6605    1.3803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7386    2.9499    0.8731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4738   -0.2917    1.1732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2678   -0.3589    0.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4787    0.5786    0.2476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1259   -1.6039   -0.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -1.9196   -1.1195 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2722   -3.3586   -1.5847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1866   -4.4040   -0.5437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3733   -1.6171   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7592   -2.2011    0.7619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9962   -1.9261    1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8636   -1.0481    0.7884 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5207   -0.4293   -0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4065    0.5011   -0.9821 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9859    0.0526   -1.4536 S   0  0  0  0  0  6  0  0  0  0  0  0
    6.1844   -1.4480   -1.4041 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2187    0.4080   -2.9291 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2600    0.8406   -0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2949    0.1542    0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3190    0.8387    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3250    2.2000    0.7515 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3888    3.0173    1.4154 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9103    3.8702    0.4570 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7784    3.8566    2.3516 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3207    2.2909    2.0805 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2793    2.8792    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3003    2.1953   -0.4981 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2925   -0.7202   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2162   -2.2983   -0.6287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2288   -3.4927   -1.3423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4699   -1.9458   -0.1053 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2251   -0.4258    0.6514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1151    0.0997    1.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5019   -1.6718    1.8106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3594   -0.2310   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1130   -1.9608    0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8112   -1.3207    1.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1006    0.3985    1.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6459   -0.0518   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3920   -0.0948   -1.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7145    2.1483   -0.4229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713    2.1210   -2.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0106    2.2671   -2.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8956    3.5283   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7466    4.4298    1.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6836    4.0408    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8286    2.7696    1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824    0.6276    1.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4378   -1.1485    1.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1690   -1.3284   -2.0934 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3504   -3.3915   -1.9686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -3.5463   -2.5177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421   -5.3387   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2181   -4.7842   -0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3878   -4.2126    0.3580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1559   -2.8883    1.2967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537   -2.4144    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364   -0.8387    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951    1.4862   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2673   -0.9256    0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1340    0.2867    1.1862 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2991    3.9574    0.1703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0430   -0.2202   -1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128   -4.2243   -1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  4  3  1  1
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  2  0
 26 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 32 37  1  0
 37 38  2  0
 24 39  2  0
 16 40  2  0
 40 41  1  0
 40 42  1  0
 42  4  1  0
 12  7  1  0
 39 20  1  0
 38 29  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  3 48  1  0
  3 49  1  0
  5 50  1  0
  5 51  1  0
  6 52  1  0
  6 53  1  0
  8 54  1  0
  9 55  1  0
 10 56  1  0
 11 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 17 61  1  6
 18 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 19 66  1  0
 21 67  1  0
 22 68  1  0
 23 69  1  0
 25 70  1  0
 30 71  1  0
 31 72  1  0
 37 73  1  0
 39 74  1  0
 41 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
TPV	HMDB
N-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulphonamide	Generator

Chemical Formula

C₃₁H₃₃F₃N₂O₅S

Average Molecular Weight

602.664

Monoisotopic Molecular Weight

602.206227481

IUPAC Name

N-{3-[(1R)-1-[(2R)-6-hydroxy-4-oxo-2-(2-phenylethyl)-2-propyl-3,4-dihydro-2H-pyran-5-yl]propyl]phenyl}-5-(trifluoromethyl)pyridine-2-sulfonamide

Traditional Name

aptivus

CAS Registry Number

174484-41-4

SMILES

CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1

InChI Identifier

InChI=1S/C31H33F3N2O5S/c1-3-16-30(17-15-21-9-6-5-7-10-21)19-26(37)28(29(38)41-30)25(4-2)22-11-8-12-24(18-22)36-42(39,40)27-14-13-23(20-35-27)31(32,33)34/h5-14,18,20,25,36,38H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1

InChI Key

NZPXPXAGXYTROM-FYBSXPHGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as linear diarylheptanoids. These are diarylheptanoids with an open heptane chain. The two aromatic rings are linked only by the heptane chain.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Linear diarylheptanoids

Alternative Parents

Substituents

Linear 1,7-diphenylheptane skeleton
Sulfanilide
Pyridine-2-sulfonamide
Phenylpropane
Dihydropyranone
Monocyclic benzene moiety
Organosulfonic acid amide
Benzenoid
Pyridine
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Sulfonyl
Vinylogous ester
Vinylogous acid
Heteroaromatic compound
Aminosulfonyl compound
Ketene acetal or derivatives
Ketone
Cyclic ketone
Oxacycle
Azacycle
Organoheterocyclic compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organofluoride
Organohalogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Alkyl fluoride
Alkyl halide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015067)
Membrane (HMDB: HMDB0015067)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00021 g/L	Not Available
LogP	6.9	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00021 g/L	ALOGPS
logP	5.71	ALOGPS
logP	7.81	ChemAxon
logS	-6.5	ALOGPS
pKa (Strongest Acidic)	5.96	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.59 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	163.56 m³·mol⁻¹	ChemAxon
Polarizability	61.31 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	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]+	227.483	30932474
DeepCCS	[M-H]-	225.586	30932474
DeepCCS	[M-2H]-	258.825	30932474
DeepCCS	[M+Na]+	233.224	30932474
AllCCS	[M+H]+	239.3	32859911
AllCCS	[M+H-H2O]+	237.9	32859911
AllCCS	[M+NH4]+	240.5	32859911
AllCCS	[M+Na]+	240.9	32859911
AllCCS	[M-H]-	232.5	32859911
AllCCS	[M+Na-2H]-	235.1	32859911
AllCCS	[M+HCOO]-	238.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tipranavir	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1	5841.4	Standard polar	33892256
Tipranavir	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1	3825.2	Standard non polar	33892256
Tipranavir	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC(NS(=O)(=O)C3=NC=C(C=C3)C(F)(F)F)=CC=C2)=C(O)O1	3972.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tipranavir,1TMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	3808.4	Semi standard non polar	33892256
Tipranavir,1TMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	3889.8	Semi standard non polar	33892256
Tipranavir,1TMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	3884.9	Semi standard non polar	33892256
Tipranavir,2TMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	3805.9	Semi standard non polar	33892256
Tipranavir,2TMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	3685.9	Standard non polar	33892256
Tipranavir,2TMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	4743.6	Standard polar	33892256
Tipranavir,2TMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	3771.5	Semi standard non polar	33892256
Tipranavir,2TMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	3909.9	Standard non polar	33892256
Tipranavir,2TMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	4655.8	Standard polar	33892256
Tipranavir,2TMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	3843.5	Semi standard non polar	33892256
Tipranavir,2TMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	3869.6	Standard non polar	33892256
Tipranavir,2TMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	4877.5	Standard polar	33892256
Tipranavir,3TMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	3771.4	Semi standard non polar	33892256
Tipranavir,3TMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	3823.9	Standard non polar	33892256
Tipranavir,3TMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C)O1	4563.6	Standard polar	33892256
Tipranavir,1TBDMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O1	3978.8	Semi standard non polar	33892256
Tipranavir,1TBDMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	4067.3	Semi standard non polar	33892256
Tipranavir,1TBDMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	4048.4	Semi standard non polar	33892256
Tipranavir,2TBDMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O1	4129.5	Semi standard non polar	33892256
Tipranavir,2TBDMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O1	4051.9	Standard non polar	33892256
Tipranavir,2TBDMS,isomer #1	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(NS(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O1	4791.8	Standard polar	33892256
Tipranavir,2TBDMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O1	4103.9	Semi standard non polar	33892256
Tipranavir,2TBDMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O1	4351.1	Standard non polar	33892256
Tipranavir,2TBDMS,isomer #2	CCC[C@@]1(CCC2=CC=CC=C2)CC(=O)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O[Si](C)(C)C(C)(C)C)O1	4671.7	Standard polar	33892256
Tipranavir,2TBDMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	4171.9	Semi standard non polar	33892256
Tipranavir,2TBDMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	4283.4	Standard non polar	33892256
Tipranavir,2TBDMS,isomer #3	CCC[C@@]1(CCC2=CC=CC=C2)C=C(O[Si](C)(C)C(C)(C)C)C([C@H](CC)C2=CC=CC(N([Si](C)(C)C(C)(C)C)S(=O)(=O)C3=CC=C(C(F)(F)F)C=N3)=C2)=C(O)O1	4873.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-8229270000-596bf0ee34438763294c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS (1 TMS) - 70eV, Positive	splash10-01po-5405229000-1fdb1b5902795e4e97e8	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-16	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tipranavir GC-MS ("Tipranavir,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-20	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 10V, Positive-QTOF	splash10-0fc3-2329435000-8b161c5b43dec5b7d624	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 20V, Positive-QTOF	splash10-0a4i-2915000000-3450510ad42cdf51646b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 40V, Positive-QTOF	splash10-0006-9803000000-88c9b757103b61b820b1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 10V, Negative-QTOF	splash10-0pb9-0420093000-e07ea9e6e3ce13fce6a0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 20V, Negative-QTOF	splash10-0a4i-0491131000-9be133ee8ba218c4652c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 40V, Negative-QTOF	splash10-000j-4910100000-68f43304d077d485af49	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 10V, Positive-QTOF	splash10-0udi-2000109000-7b162ab71992fa9cc908	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 20V, Positive-QTOF	splash10-0f6x-7801496000-795a6c06736141d22924	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 40V, Positive-QTOF	splash10-0aor-2911000000-ca162651cff1ff6ea328	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 10V, Negative-QTOF	splash10-0udi-0000009000-f2dc818653fae19f83bf	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 20V, Negative-QTOF	splash10-0udi-2210389000-b8011d98164d3a715210	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tipranavir 40V, Negative-QTOF	splash10-0006-2409430000-a5306ead0a49ae4cd0aa	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00932	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00932	21059682	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

58539

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tipranavir

METLIN ID

Not Available

PubChem Compound

65027

PDB ID

Not Available

ChEBI ID

404696

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

Temesgen Z, Feinberg J: Tipranavir: a new option for the treatment of drug-resistant HIV infection. Clin Infect Dis. 2007 Sep 15;45(6):761-9. Epub 2007 Aug 7. [PubMed:17712762 ]
Luna B, Townsend MU: Tipranavir: the first nonpeptidic protease inhibitor for the treatment of protease resistance. Clin Ther. 2007 Nov;29(11):2309-18. [PubMed:18158073 ]
Doyon L, Tremblay S, Bourgon L, Wardrop E, Cordingley MG: Selection and characterization of HIV-1 showing reduced susceptibility to the non-peptidic protease inhibitor tipranavir. Antiviral Res. 2005 Oct;68(1):27-35. [PubMed:16122817 ]
Authors unspecified: Tipranavir: PNU 140690, tipranivir. Drugs R D. 2006;7(1):55-62. [PubMed:16620137 ]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Temesgen Z, Feinberg J: Tipranavir: a new option for the treatment of drug-resistant HIV infection. Clin Infect Dis. 2007 Sep 15;45(6):761-9. Epub 2007 Aug 7. [PubMed:17712762 ]
Luna B, Townsend MU: Tipranavir: the first nonpeptidic protease inhibitor for the treatment of protease resistance. Clin Ther. 2007 Nov;29(11):2309-18. [PubMed:18158073 ]
Li F, Wang L, Guo GL, Ma X: Metabolism-mediated drug interactions associated with ritonavir-boosted tipranavir in mice. Drug Metab Dispos. 2010 May;38(5):871-8. doi: 10.1124/dmd.109.030817. Epub 2010 Jan 26. [PubMed:20103582 ]
Dumond JB, Vourvahis M, Rezk NL, Patterson KB, Tien HC, White N, Jennings SH, Choi SO, Li J, Wagner MJ, La-Beck NM, Drulak M, Sabo JP, Castles MA, Macgregor TR, Kashuba AD: A phenotype-genotype approach to predicting CYP450 and P-glycoprotein drug interactions with the mixed inhibitor/inducer tipranavir/ritonavir. Clin Pharmacol Ther. 2010 Jun;87(6):735-42. doi: 10.1038/clpt.2009.253. Epub 2010 Feb 10. [PubMed:20147896 ]

Enzyme Details

2. Cytochrome P450 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

References

Li F, Wang L, Guo GL, Ma X: Metabolism-mediated drug interactions associated with ritonavir-boosted tipranavir in mice. Drug Metab Dispos. 2010 May;38(5):871-8. doi: 10.1124/dmd.109.030817. Epub 2010 Jan 26. [PubMed:20103582 ]
Dumond JB, Vourvahis M, Rezk NL, Patterson KB, Tien HC, White N, Jennings SH, Choi SO, Li J, Wagner MJ, La-Beck NM, Drulak M, Sabo JP, Castles MA, Macgregor TR, Kashuba AD: A phenotype-genotype approach to predicting CYP450 and P-glycoprotein drug interactions with the mixed inhibitor/inducer tipranavir/ritonavir. Clin Pharmacol Ther. 2010 Jun;87(6):735-42. doi: 10.1038/clpt.2009.253. Epub 2010 Feb 10. [PubMed:20147896 ]

Enzyme Details

3. Cytochrome P450 2D6

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:: CYP2D6
Uniprot ID:: P10635
Molecular weight:: 55768.94

References

Li F, Wang L, Guo GL, Ma X: Metabolism-mediated drug interactions associated with ritonavir-boosted tipranavir in mice. Drug Metab Dispos. 2010 May;38(5):871-8. doi: 10.1124/dmd.109.030817. Epub 2010 Jan 26. [PubMed:20103582 ]
Dumond JB, Vourvahis M, Rezk NL, Patterson KB, Tien HC, White N, Jennings SH, Choi SO, Li J, Wagner MJ, La-Beck NM, Drulak M, Sabo JP, Castles MA, Macgregor TR, Kashuba AD: A phenotype-genotype approach to predicting CYP450 and P-glycoprotein drug interactions with the mixed inhibitor/inducer tipranavir/ritonavir. Clin Pharmacol Ther. 2010 Jun;87(6):735-42. doi: 10.1038/clpt.2009.253. Epub 2010 Feb 10. [PubMed:20147896 ]

Showing metabocard for Tipranavir (HMDB0015067)

MOL for HMDB0015067 (Tipranavir)

3D MOL for HMDB0015067 (Tipranavir)

3D SDF for HMDB0015067 (Tipranavir)

3D-SDF for HMDB0015067 (Tipranavir)

PDB for HMDB0015067 (Tipranavir)

3D PDB for HMDB0015067 (Tipranavir)

SMILES for HMDB0015067 (Tipranavir)

INCHI for HMDB0015067 (Tipranavir)

Structure for HMDB0015067 (Tipranavir)

3D Structure for HMDB0015067 (Tipranavir)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References