NAV

Lomibuvir

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

Identification

Generic Name
Lomibuvir
DrugBank Accession Number
DB11954
Background

Lomibuvir has been used in trials studying the treatment of Chronic Hepatitis C Virus and Chronic Hepatitis C Virus Infection.

Type
Small Molecule
Groups
Investigational
Structure
Similar Structures
Weight
Average: 445.62
Monoisotopic: 445.228679785
Chemical Formula
C25H35NO4S
Synonyms
  • Lomibuvir
External IDs
  • VX-222
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as thiophene carboxylic acids. These are compounds containing a thiophene ring which bears a carboxylic acid group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Thiophenes
Sub Class
Thiophene carboxylic acids and derivatives
Direct Parent
Thiophene carboxylic acids
Alternative Parents
2,3,5-trisubstituted thiophenes / Cyclohexanols / Vinylogous amides / Tertiary carboxylic acid amides / Heteroaromatic compounds / Cyclic alcohols and derivatives / Monocarboxylic acids and derivatives / Carboxylic acids / Organopnictogen compounds / Organonitrogen compounds
show 3 more
Substituents
2,3,5-trisubstituted thiophene / Alcohol / Aromatic heteromonocyclic compound / Carbonyl group / Carboxamide group / Carboxylic acid / Carboxylic acid derivative / Cyclic alcohol / Cyclohexanol / Heteroaromatic compound
show 12 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
37L2LF4A2D
CAS number
1026785-55-6
InChI Key
WPMJNLCLKAKMLA-VVPTUSLJSA-N
InChI
InChI=1S/C25H35NO4S/c1-16-5-7-17(8-6-16)23(28)26(18-9-11-19(27)12-10-18)21-15-20(13-14-25(2,3)4)31-22(21)24(29)30/h15-19,27H,5-12H2,1-4H3,(H,29,30)/t16-,17-,18-,19-
IUPAC Name
5-(3,3-dimethylbut-1-yn-1-yl)-3-{N-[(1r,4r)-4-hydroxycyclohexyl](1r,4r)-4-methylcyclohexaneamido}thiophene-2-carboxylic acid
SMILES
C[C@H]1CC[C@@H](CC1)C(=O)N([C@H]1CC[C@H](O)CC1)C1=C(SC(=C1)C#CC(C)(C)C)C(O)=O

References

General References
Not Available
PubChem Compound
24798764
PubChem Substance
347828280
ChemSpider
27444383
ChEMBL
CHEMBL3039503

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentChronic Hepatitis C Virus (HCV) Infection2
2TerminatedTreatmentChronic Hepatitis C Virus (HCV) Infection1
1, 2CompletedTreatmentHepatitis C Virus (HCV) 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 Solubility0.00443 mg/mLALOGPS
logP3.95ALOGPS
logP5.61Chemaxon
logS-5ALOGPS
pKa (Strongest Acidic)4.08Chemaxon
pKa (Strongest Basic)-1.5Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area77.84 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity120.7 m3·mol-1Chemaxon
Polarizability50.94 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
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/MSsplash10-0002-0000900000-a45fc5866f7d94cf6a3f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-1001900000-1f00c545ac261cbc3709
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0005900000-6fee56cfdeaf33f4af87
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9212200000-ddf796d0d61e134ad943
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udl-0013900000-028c03b8f83e88072fc6
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0w93-0439100000-43218f52df2c3dbba7fd
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-201.6985
predicted
DeepCCS 1.0 (2019)
[M+H]+204.09407
predicted
DeepCCS 1.0 (2019)
[M+Na]+210.00659
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 21:04 / Updated at February 21, 2021 18:53