AMPRENAVIR

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J05AE05
UNII 5S0W860XNR

Structure

InChI Key YMARZQAQMVYCKC-OEMFJLHTSA-N
Smiles CC(C)CN(C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)O[C@H]1CCOC1)S(=O)(=O)c1ccc(N)cc1
InChI
InChI=1S/C25H35N3O6S/c1-18(2)15-28(35(31,32)22-10-8-20(26)9-11-22)16-24(29)23(14-19-6-4-3-5-7-19)27-25(30)34-21-12-13-33-17-21/h3-11,18,21,23-24,29H,12-17,26H2,1-2H3,(H,27,30)/t21-,23-,24+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C25H35N3O6S
Molecular Weight 505.64
AlogP 2.4
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 11.0
Polar Surface Area 131.19
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 35.0

Metabolites Network

visNetwork

Pharmacology

Mechanism of Action Action Reference
Human immunodeficiency virus type 1 protease inhibitor INHIBITOR FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - 260-370 -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A5
- - - 200 -
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- 1-440 1.1 0.03-225 -
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
- - - 0.007-600 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - -3.4-79.3
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cryptococcus neoformans var. grubii H99
- - - 750 -
Homo sapiens
10 28-800 - 200-370 -3.4-79.3
Human immunodeficiency virus
33 20 - 0.6 -
Human immunodeficiency virus 1
1.8-741.31 2-930 1.1 0.007-600 -
Human immunodeficiency virus 2
120-939 98-965 - - -
Human immunodeficiency virus type 1 (BRU ISOLATE)
- 20 - - -
Human immunodeficiency virus type 2 (ISOLATE ROD)
420 600 - - -
Sus scrofa
- 280 - - -

Related Entries

Cross References

Resources Reference
ChEBI 40050
ChEMBL CHEMBL116
DrugBank DB00701
DrugCentral 200
FDA SRS 5S0W860XNR
Human Metabolome Database HMDB0014839
KEGG C08086
PDB 478
PharmGKB PA448422
PubChem 65016
SureChEMBL SCHEMBL34151
ZINC ZINC000003809192
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