SAQUINAVIR

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Trade Names:
Synonyms:
Status: Approved (1995)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J05AE01
UNII: L3JE09KZ2F

Structure
InChI Key QWAXKHKRTORLEM-UGJKXSETSA-N
Smile 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

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Human immunodeficiency virus type 1 protease inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 1500 - 170-650 -
Enzyme Cytochrome P450 Cytochrome P450 family 5 Cytochrome P450 family 5A Cytochrome P450 5A1
- 2182 - - -
Enzyme Hydrolase
- - - -
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
- 0.05-0.4 0.577-4.13 0.04-1.4 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 1900 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Neurokinin receptor
- 6214 - 2071 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
- 28168 - 2780 -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Vasopressin and oxytocin receptor
- 17522 - 7030 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- 15366 - 5219 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 4273 - 2442 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 35097 - 27885 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 11.5
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 8260 - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 1600-100000 - - 43
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 42000 - - -
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 19500-19500 - - -
Transporter
- 1600-100000 - 27885 11.5

Metabolites

visNetwork

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Acquired Immunodeficiency Syndrome 3 D000163 ClinicalTrials
AIDS-Associated Nephropathy 3 D016263 ClinicalTrials
Hypertension, Pulmonary 1 D006976 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Side Effects from Label

Cross References

Resources Reference
CAS NUMBER 127779-20-8
ChEBI 63621
ChEMBL CHEMBL114
DrugBank DB01232
DrugCentral 2422
EPA CompTox DTXSID6044012
FDA SRS L3JE09KZ2F
Guide to Pharmacology 4813
KEGG D00429
PDB ROC
PubChem 441243
SureChEMBL SCHEMBL6881
ZINC ZINC000003914596
CONTENTS