ATAZANAVIR

Search structure
Trade Names:
Synonyms:
Status: Approved (2003)
Entry Type: Small molecule
Molecule Category: Parent
ATC: J05AE08
UNII: QZU4H47A3S

Structure
InChI Key AXRYRYVKAWYZBR-GASGPIRDSA-N
Smile COC(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)[C@@H](O)CN(Cc1ccc(-c2ccccn2)cc1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C(C)(C)C
InChI
InChI=1S/C38H52N6O7/c1-37(2,3)31(41-35(48)50-7)33(46)40-29(22-25-14-10-9-11-15-25)30(45)24-44(43-34(47)32(38(4,5)6)42-36(49)51-8)23-26-17-19-27(20-18-26)28-16-12-13-21-39-28/h9-21,29-32,45H,22-24H2,1-8H3,(H,40,46)(H,41,48)(H,42,49)(H,43,47)/t29-,30-,31+,32+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C38H52N6O7
Molecular Weight 704.87
AlogP 4.21
Hydrogen Bond Acceptor 9.0
Hydrogen Bond Donor 5.0
Number of Rotational Bond 14.0
Polar Surface Area 171.22
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 51.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- 26 - - -
Enzyme Protease Aspartic protease Aspartic protease AA clan Aspartic protease A2A subfamily
- 4 0 0-1 -
Enzyme Protease Cysteine protease Cysteine protease PAC clan Cysteine protease C3A subfamily
1 0-4 - 0-3 -
Enzyme Transferase
- 300-600 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 1400 - 1300 90
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 67800 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
HIV Infections 3 D015658 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Acquired Immunodeficiency Syndrome 3 D000163 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Diabetes Mellitus, Type 1 1 D003922 ClinicalTrials
Hematologic Neoplasms 1 D019337 ClinicalTrials

Related Entries

Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 24.0
Respiratory, thoracic and mediastinal disorders Cough 21.0
Gastrointestinal disorders Nausea 20.0
Investigations Amylase increased 19.0
Investigations Body temperature increased 19.0
Investigations Body temperature increased 18.0
Blood and lymphatic system disorders Ocular icterus 15.0
Skin and subcutaneous tissue disorders Dermatitis 14.0
Gastrointestinal disorders Nausea 14.0
Skin and subcutaneous tissue disorders Rash 14.0
Skin and subcutaneous tissue disorders Dermatitis 13.0
Blood and lymphatic system disorders Jaundice 13.0
Blood and lymphatic system disorders Ocular icterus 13.0
Skin and subcutaneous tissue disorders Rash 13.0
Blood and lymphatic system disorders Jaundice 12.0
Gastrointestinal disorders Nausea 12.0
Blood and lymphatic system disorders Neutropenia 12.0
Gastrointestinal disorders Vomiting 12.0
Gastrointestinal disorders Abdominal pain 11.0
Gastrointestinal disorders Diarrhoea 11.0
Gastrointestinal disorders Gastrointestinal pain 11.0
Nervous system disorders Headache 11.0
Gastrointestinal disorders Diarrhoea 10.0
Skin and subcutaneous tissue disorders Dermatitis 9.0
Gastrointestinal disorders Diarrhoea 9.0
Blood and lymphatic system disorders Neutropenia 9.0
Skin and subcutaneous tissue disorders Rash 9.0
Gastrointestinal disorders Diarrhoea 8.0
Cardiac disorders Dizziness 8.0
Nervous system disorders Headache 8.0
Gastrointestinal disorders Vomiting 8.0
Cardiac disorders Dizziness 7.0
Nervous system disorders Headache 7.0
Blood and lymphatic system disorders Jaundice 7.0
Blood and lymphatic system disorders Ocular icterus 7.0
Cardiac disorders Oedema peripheral 7.0
Gastrointestinal disorders Vomiting 7.0
Nervous system disorders Headache 6.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 6.0
Infections and infestations Nasopharyngitis 6.0
Gastrointestinal disorders Nausea 6.0
Gastrointestinal disorders Oropharyngeal pain 6.0
Musculoskeletal and connective tissue disorders Pain in extremity 6.0
Respiratory, thoracic and mediastinal disorders Rhinorrhoea 6.0
Respiratory, thoracic and mediastinal disorders Wheezing 6.0
Psychiatric disorders Depression 5.0
Nervous system disorders Insomnia 5.0
Investigations Lipase increased 5.0
Gastrointestinal disorders Abdominal pain 4.0
Psychiatric disorders Depression 4.0
Gastrointestinal disorders Gastrointestinal pain 4.0
Endocrine disorders Hypoglycaemia 4.0
Gastrointestinal disorders Vomiting 4.0
Gastrointestinal disorders Diarrhoea 3.0
Cardiac disorders Dizziness 3.0
Investigations Haemoglobin decreased 3.0
Nervous system disorders Insomnia 3.0
Investigations Lipase increased 3.0
Gastrointestinal disorders Nausea 3.0
Gastrointestinal disorders Vomiting 3.0
Psychiatric disorders Depression 2.0
Gastrointestinal disorders Diarrhoea 2.0
Cardiac disorders Dizziness 2.0
Gastrointestinal disorders Nausea 2.0
Psychiatric disorders Depression 1.0
Gastrointestinal disorders Diarrhoea 1.0
Cardiac disorders Dizziness 1.0
Nervous system disorders Headache 1.0
Nervous system disorders Insomnia 1.0

Cross References

Resources Reference
CAS NUMBER 198904-31-3
ChEBI 37924
ChEMBL CHEMBL1163
DrugBank DB01072
DrugCentral 254
EPA CompTox DTXSID9048691
FDA SRS QZU4H47A3S
Human Metabolome Database HMDB0015205
Guide to Pharmacology 11138
PDB DR7
PharmGKB PA10251
PubChem 148192
SureChEMBL SCHEMBL41696
ZINC ZINC000003941496
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