TELAPREVIR

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Trade Names:
Synonyms:
Status: Approved (2011)
Entry Type: Protein
Molecule Category: UNKNOWN
ATC: J05AP02
UNII: 655M5O3W0U

Structure
InChI Key BBAWEDCPNXPBQM-GDEBMMAJSA-N
Smile CCC[C@H](NC(=O)[C@@H]1[C@H]2CCC[C@H]2CN1C(=O)[C@@H](NC(=O)[C@@H](NC(=O)c1cnccn1)C1CCCCC1)C(C)(C)C)C(=O)C(=O)NC1CC1
InChI
InChI=1S/C36H53N7O6/c1-5-10-25(29(44)34(48)39-23-15-16-23)40-33(47)28-24-14-9-13-22(24)20-43(28)35(49)30(36(2,3)4)42-32(46)27(21-11-7-6-8-12-21)41-31(45)26-19-37-17-18-38-26/h17-19,21-25,27-28,30H,5-16,20H2,1-4H3,(H,39,48)(H,40,47)(H,41,45)(H,42,46)/t22-,24-,25-,27-,28-,30+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C36H53N7O6
Molecular Weight 679.86
AlogP 2.45
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 13.0
Polar Surface Area 179.56
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 49.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Hepatitis C virus serine protease, NS3/NS4A inhibitor FDA
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Protease Cysteine protease Cysteine protease CA clan Cysteine protease C1A family
- 210-4400 - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- 680-8000 - - -
Enzyme Protease Serine protease
- 130-3400 - 82-6100 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Infections 3 D007239 ClinicalTrials
Hepatitis C 3 D006526 ClinicalTrials
Hepatitis C, Chronic 3 D019698 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Thrombocytopenia 2 D013921 ClinicalTrials
Liver Diseases 1 D008107 ClinicalTrials

Related Entries

Scaffolds

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
15.54
Gastrointestinal disorders
14.33
Skin and subcutaneous tissue disorders
13.32
Investigations
7.53
Nervous system disorders
7.3
Blood and lymphatic system disorders
5.78
Psychiatric disorders
5.52
Vascular disorders
4.53
Respiratory, thoracic and mediastinal disorders
3.97
Cardiac disorders
3.19
Infections and infestations
3.11
Metabolism and nutrition disorders
3.07
Musculoskeletal and connective tissue disorders
2.75
Injury, poisoning and procedural complications
2.52
Immune system disorders
2.09

Cross References

Resources Reference
CAS NUMBER 402957-28-2
ChEBI 68595
ChEMBL CHEMBL231813
DrugBank DB05521
DrugCentral 4173
EPA CompTox DTXSID40193304
FDA SRS 655M5O3W0U
Human Metabolome Database HMDB0015616
Guide to Pharmacology 7871
KEGG D09012
PharmGKB PA165958354
PubChem 3010818
SureChEMBL SCHEMBL183996
ZINC ZINC000003992480
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