Veru-111

Identification

Generic Name
Veru-111
DrugBank Accession Number
DB16462
Background

VERU-111, an investigational drug intended for various therapeutic uses, was under investigation in clinical trials NCT04842747, NCT03752099, NCT04388826, NCT04844749, NCT05008510, and NCT05079360. These trials aimed to evaluate its efficacy, safety, and tolerability in conditions such as SARS-CoV-2 infection, metastatic castration-resistant prostate cancer (mCRPC), respiratory distress syndrome in adults, and metastatic triple-negative breast cancer.

Type
Small Molecule
Groups
Investigational
Structure
Weight
Average: 377.4
Monoisotopic: 377.137556104
Chemical Formula
C21H19N3O4
Synonyms
  • [2-(1H-indol-3-yl)-1H-imidazol-4-yl](3,4,5-trimethoxyphenyl)methanone
  • Methanone, [2-(1H-indol-3-yl)-1H-imidazol-5-yl](3,4,5-trimethoxyphenyl)-
External IDs
  • ABI-231
  • APP-111
  • VERU 111
  • Veru-111
  • VERU111

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action

Veru-111 is a selective tubulin inhibitor currently being tested for the treatment of pancreatic cancer. Veru-111 represses alpha- and beta-tublin subunits through enhanced expression of miR-200C. In both melanoma and prostate cancer cell lines, it has displayed strong antiproliferative activity. It also prevents microtubule polymerization and causes cell cycle arrest in the G2/M phase, which suggests anti-tumor properties.

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
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
37L1JX37J5
CAS number
1332881-26-1
InChI Key
WQGVHOVEXMOLOK-UHFFFAOYSA-N
InChI
InChI=1S/C21H19N3O4/c1-26-17-8-12(9-18(27-2)20(17)28-3)19(25)16-11-23-21(24-16)14-10-22-15-7-5-4-6-13(14)15/h4-11,22H,1-3H3,(H,23,24)
IUPAC Name
3-[4-(3,4,5-trimethoxybenzoyl)-1H-imidazol-2-yl]-1H-indole
SMILES
COC1=CC(=CC(OC)=C1OC)C(=O)C1=CNC(=N1)C1=CNC2=C1C=CC=C2

References

General References
  1. Kashyap VK, Wang Q, Setua S, Nagesh PKB, Chauhan N, Kumari S, Chowdhury P, Miller DD, Yallapu MM, Li W, Jaggi M, Hafeez BB, Chauhan SC: Therapeutic efficacy of a novel betaIII/betaIV-tubulin inhibitor (VERU-111) in pancreatic cancer. J Exp Clin Cancer Res. 2019 Jan 23;38(1):29. doi: 10.1186/s13046-018-1009-7. [Article]
  2. External Link [Link]
  3. Information [Link]
ChemSpider
28642581
ChEMBL
CHEMBL2163631
ZINC
ZINC000095555435
PDBe Ligand
KUM
PDB Entries
6o61

Clinical Trials

Clinical Trials
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PhaseStatusPurposeConditionsCountStart DateWhy Stopped100+ additional columns
3CompletedTreatmentCoronavirus Disease 2019 (COVID‑19) / Seasonal Allergic Rhinitis1somestatusstop reasonjust information to hide
3TerminatedTreatmentAndrogen Resistant Prostatic Cancer / Metastatic Castration-Resistant Prostate Cancer (mCRPC)1somestatusstop reasonjust information to hide
2CompletedTreatmentAcute Respiratory Distress Syndrome (ARDS) / Coronavirus Disease 2019 (COVID‑19)1somestatusstop reasonjust information to hide
2WithdrawnTreatmentMetastatic Breast Cancer1somestatusstop reasonjust information to hide
2WithdrawnTreatmentMetastatic Triple Negative Breast Cancers1somestatusstop reasonjust information to hide

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
logP3.35Chemaxon
pKa (Strongest Acidic)9.9Chemaxon
pKa (Strongest Basic)3.92Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area89.23 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity114.79 m3·mol-1Chemaxon
Polarizability39.93 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available
Chromatographic Properties
Collision Cross Sections (CCS)
Not Available

Drug created at January 21, 2021 01:43 / Updated at July 17, 2024 10:37