NAV

LCL-161

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

Identification

Generic Name
LCL-161
DrugBank Accession Number
DB12085
Background

LCL161 has been used in trials studying the treatment of Leukemia, Neoplasms, Solid Tumors, Breast Cancer, and Ovarian Cancer, among others.

Type
Small Molecule
Groups
Investigational
Structure
3D
Similar Structures
Weight
Average: 500.63
Monoisotopic: 500.225740276
Chemical Formula
C26H33FN4O3S
Synonyms
  • (2S)-N-[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(4-fluorobenzoyl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide
External IDs
  • LCL 161
  • LCL161
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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.
DrugInteraction
Integrate drug-drug
interactions in your software
AmbroxolThe risk or severity of methemoglobinemia can be increased when LCL-161 is combined with Ambroxol.
ArticaineThe risk or severity of methemoglobinemia can be increased when LCL-161 is combined with Articaine.
BenzocaineThe risk or severity of methemoglobinemia can be increased when LCL-161 is combined with Benzocaine.
Benzyl alcoholThe risk or severity of methemoglobinemia can be increased when LCL-161 is combined with Benzyl alcohol.
BupivacaineThe risk or severity of methemoglobinemia can be increased when LCL-161 is combined with Bupivacaine.
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Dipeptides
Alternative Parents
Aryl-phenylketones / N-acyl-alpha amino acids and derivatives / Alpha amino acid amides / Alanine and derivatives / Benzoyl derivatives / N-acylpyrrolidines / Fluorobenzenes / 2,4-disubstituted thiazoles / Aryl fluorides / Heteroaromatic compounds
show 7 more
Substituents
2,4-disubstituted 1,3-thiazole / Alanine or derivatives / Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-dipeptide / Amine / Amino acid or derivatives / Aromatic heteromonocyclic compound / Aryl fluoride / Aryl halide
show 31 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
6TNS415Y3P
CAS number
1005342-46-0
InChI Key
UFPFGVNKHCLJJO-SSKFGXFMSA-N
InChI
InChI=1S/C26H33FN4O3S/c1-16(28-2)24(33)30-22(17-7-4-3-5-8-17)26(34)31-14-6-9-21(31)25-29-20(15-35-25)23(32)18-10-12-19(27)13-11-18/h10-13,15-17,21-22,28H,3-9,14H2,1-2H3,(H,30,33)/t16-,21-,22-/m0/s1
IUPAC Name
(2S)-N-[(1S)-1-cyclohexyl-2-[(2S)-2-[4-(4-fluorobenzoyl)-1,3-thiazol-2-yl]pyrrolidin-1-yl]-2-oxoethyl]-2-(methylamino)propanamide
SMILES
CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1C1=NC(=CS1)C(=O)C1=CC=C(F)C=C1

References

General References
Not Available
PubChem Compound
24737642
PubChem Substance
347828391
ChemSpider
30687709
BindingDB
50441356
ChEMBL
CHEMBL2431768
ZINC
ZINC000095929260
PDBe Ligand
IUN
PDB Entries
7trm

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
2CompletedTreatmentBreast Cancer1
2CompletedTreatmentPolycythemia Vera, Post-Polycythemic Myelofibrosis Phase / Primary Myelofibrosis (PMF) / Secondary Myelofibrosis1
2CompletedTreatmentRecurrent Plasma Cell Myeloma / Refractory Plasma Cell Myeloma1
1CompletedTreatmentAdvanced Solid Tumors1
1CompletedTreatmentColorectal Cancer, Non-small Cell Lung Carcinoma (Adenocarcinoma), Triple Negative Breast Cancer, Renal Cell Carcinoma1

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 Solubility0.00313 mg/mLALOGPS
logP3.55ALOGPS
logP3.78Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)11.87Chemaxon
pKa (Strongest Basic)8.6Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area91.4 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity132.04 m3·mol-1Chemaxon
Polarizability53 Å3Chemaxon
Number of Rings4Chemaxon
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/MSsplash10-0udi-1100490000-1787af933f129da026a9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0001900000-eb7f3c638b6caa70e5a7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udj-3829650000-8183606f19c423cafc00
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-2217900000-23857ee9fa79713b91f7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0uds-2797430000-3d6c82fcce737c803236
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-4793800000-c24e525f1a194be866d4
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-218.36882
predicted
DeepCCS 1.0 (2019)
[M+H]+220.76437
predicted
DeepCCS 1.0 (2019)
[M+Na]+226.82147
predicted
DeepCCS 1.0 (2019)

Drug created at October 20, 2016 21:19 / Updated at July 18, 2023 22:56