SAQUINAVIR

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC J05AE01
UNII L3JE09KZ2F
EPA CompTox DTXSID6044012

Structure

InChI Key QWAXKHKRTORLEM-UGJKXSETSA-N
Smiles CC(C)(C)NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1C[C@@H](O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(N)=O)NC(=O)c1ccc2ccccc2n1
InChI
InChI=1S/C38H50N6O5/c1-38(2,3)43-37(49)32-20-26-14-7-8-15-27(26)22-44(32)23-33(45)30(19-24-11-5-4-6-12-24)41-36(48)31(21-34(39)46)42-35(47)29-18-17-25-13-9-10-16-28(25)40-29/h4-6,9-13,16-18,26-27,30-33,45H,7-8,14-15,19-23H2,1-3H3,(H2,39,46)(H,41,48)(H,42,47)(H,43,49)/t26-,27+,30-,31-,32-,33+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C38H50N6O5
Molecular Weight 670.86
AlogP 3.09
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 12.0
Polar Surface Area 166.75
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 49.0

Metabolites Network

visNetwork

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 Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- - - 170-650 -
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- 0.2-270 0.31-67.4 0.04-180 -
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
- 0.4-0.5 0.577-4.13 0.04-1.4 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 6.6-63.8
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- - - - 43
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
HIV-1 M:B_Lai
- 21-21 - - -
Homo sapiens
2-5 2-550 - 170-650 6.6-63.8
Human T-lymphotropic virus 1
- 18 - - -
Human immunodeficiency virus
14 19 - - -
Human immunodeficiency virus 1
0.6-320 0.2291-300 0.31-67.4 0.04-290 -
Human immunodeficiency virus 2
0.2-68 0.5-90 - - -
Human immunodeficiency virus type 1 (BRU ISOLATE)
- 10 - - -
Human immunodeficiency virus type 1 (JRCSF ISOLATE)
2.6 - - - -
Human immunodeficiency virus type 2 (ISOLATE ROD)
- 10 - - -
Plasmodium falciparum
960 - - - -
Plasmodium yoelii yoelii
- 35.2 - - -
human immunodeficiency virus type i
- - - 0.12-0.12 -

Related Entries

Cross References

Resources Reference
ChEBI 63621
ChEMBL CHEMBL114
DrugBank DB01232
DrugCentral 2422
FDA SRS L3JE09KZ2F
Guide to Pharmacology 4813
KEGG D00429
PDB ROC
PubChem 441243
SureChEMBL SCHEMBL6881
ZINC ZINC000003914596
CONTENTS