TIPRANAVIR

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J05AE09
UNII ZZT404XD09
EPA CompTox DTXSID6048622

Structure

InChI Key SUJUHGSWHZTSEU-FYBSXPHGSA-N
Smiles CCC[C@@]1(CCc2ccccc2)CC(O)=C([C@H](CC)c2cccc(NS(=O)(=O)c3ccc(C(F)(F)F)cn3)c2)C(=O)O1
InChI
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/h5-14,18,20,25,36-37H,3-4,15-17,19H2,1-2H3/t25-,30-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C31H33F3N2O5S
Molecular Weight 602.68
AlogP 7.33
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 11.0
Polar Surface Area 105.59
Molecular species ACID
Aromatic Rings 3.0
Heavy Atoms 42.0

Pharmacology

Mechanism of Action Action Reference
Human immunodeficiency virus type 1 protease inhibitor INHIBITOR DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- 30-30 - 0.008-0.008 -
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
- - - 0.008 -
Enzyme Protease Metallo protease Metallo protease MAE clan Metallo protease M2 family
- - - - 31
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 89.5-109
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
- - - - 31-109
Human immunodeficiency virus 1
22-660 1-192 - 0.008-0.008 -
Human immunodeficiency virus 2
300 145-524 - - -
Human immunodeficiency virus type 1 (BRU ISOLATE)
- 50 - - -
Human immunodeficiency virus type 2 (ISOLATE ROD)
330 400 - - -

Cross References

Resources Reference
ChEBI 63628
ChEMBL CHEMBL222559
DrugBank DB00932
DrugCentral 3609
FDA SRS ZZT404XD09
KEGG D08605
PDB TPV
PubChem 54682461
SureChEMBL SCHEMBL40629
ZINC ZINC000100016058
CONTENTS