Faldaprevir

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Faldaprevir
Accession Number
DB11808
Type
Small Molecule
Groups
Investigational
Description

Faldaprevir has been investigated for the treatment of Chronic Hepatitis C.

Structure
Thumb
Synonyms
Not Available
External IDs
BI-201335 / BI201335
Product Ingredients
IngredientUNIICASInChI Key
Faldaprevir Sodium1494Q15E7Z1215856-44-2JYIOGGWFNHGWMN-CWNXUBRBSA-M
Categories
UNII
958X4J301A
CAS number
801283-95-4
Weight
Average: 869.821
Monoisotopic: 868.246510533
Chemical Formula
C40H49BrN6O9S
InChI Key
LLGDPTDZOVKFDU-XUHJSTDZSA-N
InChI
InChI=1S/C40H49BrN6O9S/c1-8-21-17-40(21,36(51)52)46-34(49)27-15-23(18-47(27)35(50)32(39(4,5)6)44-38(53)56-22-11-9-10-12-22)55-29-16-25(26-19-57-37(43-26)45-33(48)20(2)3)42-31-24(29)13-14-28(54-7)30(31)41/h8,13-14,16,19-23,27,32H,1,9-12,15,17-18H2,2-7H3,(H,44,53)(H,46,49)(H,51,52)(H,43,45,48)/t21-,23-,27+,32-,40-/m1/s1
IUPAC Name
(1R,2S)-1-({[(2S,4R)-4-[(8-bromo-2-{2-[(1-hydroxy-2-methylpropylidene)amino]-1,3-thiazol-4-yl}-7-methoxyquinolin-4-yl)oxy]-1-[(2S)-2-{[(cyclopentyloxy)(hydroxy)methylidene]amino}-3,3-dimethylbutanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-2-ethenylcyclopropane-1-carboxylic acid
SMILES
[H][C@@](N=C(O)OC1CCCC1)(C(=O)N1C[C@@]([H])(C[C@@]1([H])C(O)=N[C@@]1(C[C@@]1([H])C=C)C(O)=O)OC1=C2C=CC(OC)=C(Br)C2=NC(=C1)C1=CSC(N=C(O)C(C)C)=N1)C(C)(C)C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
AbacavirThe serum concentration of Abacavir can be decreased when it is combined with Faldaprevir.
Ambroxol acefyllinateThe serum concentration of Ambroxol acefyllinate can be decreased when it is combined with Faldaprevir.
AmineptineThe serum concentration of Amineptine can be increased when it is combined with Faldaprevir.
AminophyllineThe serum concentration of Aminophylline can be decreased when it is combined with Faldaprevir.
AmitriptylinoxideThe serum concentration of Amitriptylinoxide can be increased when it is combined with Faldaprevir.
AmoxapineThe serum concentration of Amoxapine can be increased when it is combined with Faldaprevir.
BoceprevirThe serum concentration of Faldaprevir can be decreased when it is combined with Boceprevir.
ButriptylineThe serum concentration of Butriptyline can be increased when it is combined with Faldaprevir.
ClarithromycinThe therapeutic efficacy of Clarithromycin can be decreased when used in combination with Faldaprevir.
ClomipramineThe serum concentration of Clomipramine can be increased when it is combined with Faldaprevir.
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
42601552
PubChem Substance
347828155
ChemSpider
26327117
BindingDB
50336545
ChEMBL
CHEMBL1241348
PharmGKB
PA166128132
HET
L4T
Wikipedia
Faldaprevir
ATC Codes
J05AE13 — Faldaprevir
PDB Entries
3p8n

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedTreatmentChronic Hepatitis C Virus (HCV) Infection1
1CompletedTreatmentHealthy Volunteers6
1TerminatedTreatmentHealthy Volunteers1
1TerminatedTreatmentImpaired Renal Function1
1WithdrawnTreatmentHealthy Volunteers1
2CompletedTreatmentChronic Hepatitis C Virus (HCV) Infection3
2CompletedTreatmentChronic Hepatitis C Virus (HCV) Infection / Hepatitis C (HCV) / Hepatitis C Genotype 1 / Hepatitis C Viral Infection1
2CompletedTreatmentChronic Hepatitis C Virus (HCV) Infection / Hepatitis C (HCV) / Hepatitis C Genotype 4 / Hepatitis C Viral Infection1
3CompletedTreatmentChronic Hepatitis C Virus (HCV) Infection2
3CompletedTreatmentHepatitis C Viral Infection1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00295 mg/mLALOGPS
logP4.63ALOGPS
logP8.84ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)3.38ChemAxon
pKa (Strongest Basic)1.11ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area208.85 Å2ChemAxon
Rotatable Bond Count15ChemAxon
Refractivity214.32 m3·mol-1ChemAxon
Polarizability88.38 Å3ChemAxon
Number of Rings6ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Oligopeptides
Alternative Parents
Valine and derivatives / N-acyl-L-alpha-amino acids / Proline and derivatives / Alpha amino acid amides / Haloquinolines / Anisoles / Pyrrolidinecarboxamides / N-acylpyrrolidines / N-arylamides / 2,4-disubstituted thiazoles
show 17 more
Substituents
Alpha-oligopeptide / N-acyl-alpha amino acid or derivatives / Valine or derivatives / Proline or derivatives / N-acyl-alpha-amino acid / N-acyl-l-alpha-amino acid / Alpha-amino acid amide / Haloquinoline / Quinoline / Alpha-amino acid or derivatives
show 38 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on October 20, 2016 14:49 / Updated on August 02, 2018 06:29