saquinavir   Click here for help

GtoPdb Ligand ID: 4813

Synonyms: Fortovase® | Invirase® | saquinavir mesilate
Approved drug PDB Ligand
saquinavir is an approved drug (FDA (1995), EMA (1996))
Compound class: Synthetic organic
Comment: Saquinavir is an antiretroviral drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 5
Rotatable bonds 16
Topological polar surface area 166.75
Molecular weight 670.38
XLogP 3.83
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES NC(=O)CC(C(=O)NC(C(CN1CC2CCCCC2CC1C(=O)NC(C)(C)C)O)Cc1ccccc1)NC(=O)c1ccc2c(n1)cccc2
Isomeric SMILES NC(=O)C[C@@H](C(=O)N[C@H]([C@@H](CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NC(C)(C)C)O)Cc1ccccc1)NC(=O)c1ccc2c(n1)cccc2
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
InChI Key QWAXKHKRTORLEM-UGJKXSETSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (1995), EMA (1996))
IUPAC Name Click here for help
(2S)-N-[(2S,3R)-4-[(3S,4aS,8aS)-3-(tert-butylcarbamoyl)-decahydroisoquinolin-2-yl]-3-hydroxy-1-phenylbutan-2-yl]-2-(quinolin-2-ylformamido)butanediamide
International Nonproprietary Names Click here for help
INN number INN
7098 saquinavir
Synonyms Click here for help
Fortovase® | Invirase® | saquinavir mesilate
Database Links Click here for help
CAS Registry No. 127779-20-8 (source: Scifinder)
ChEMBL Ligand CHEMBL114
DrugBank Ligand DB01232
DrugCentral Ligand 2422
GtoPdb PubChem SID 178101515
PubChem CID 441243
RCSB PDB Ligand ROC
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Wikipedia Saquinavir