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

Chemical Identifiers

UNII: UVU4X1103P
CAS number: 153559-76-3
InChI Key: SLXTWXQUEZSSTJ-UHFFFAOYSA-N
InChI: InChI=1S/C24H29NO2/c1-15-12-18-19(23(4,5)9-8-22(18,2)3)13-17(15)24(10-11-24)20-7-6-16(14-25-20)21(26)27/h6-7,12-14H,8-11H2,1-5H3,(H,26,27)
IUPAC Name: 6-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)cyclopropyl]pyridine-3-carboxylic acid
SMILES: CC1=C(C=C2C(=C1)C(C)(C)CCC2(C)C)C1(CC1)C1=CC=C(C=N1)C(O)=O

References

General References

Not Available

External Links

KEGG Compound: C15640
PubChem Compound: 3922
PubChem Substance: 46505129
ChemSpider: 3785
BindingDB: 50032671
ChEMBL: CHEMBL288436
ZINC: ZINC000003873121
Guide to Pharmacology: GtP Drug Page
PDBe Ligand: LG2

PDB Entries

1h9u / 7aos / 7bk4 / 7pdq

Clinical Trials

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Pharmacoeconomics

Manufacturers: Not Available
Packagers: Not Available
Dosage Forms: Not Available
Prices: Not Available
Patents: Not Available

Properties

State

Solid

Experimental Properties

Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.000302 mg/mL	ALOGPS
logP	6.15	ALOGPS
logP	5.82	Chemaxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	3.93	Chemaxon
pKa (Strongest Basic)	2.53	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	3	Chemaxon
Hydrogen Donor Count	1	Chemaxon
Polar Surface Area	50.19 Å²	Chemaxon
Rotatable Bond Count	3	Chemaxon
Refractivity	118.81 m³·mol^-1	Chemaxon
Polarizability	42.12 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Predicted ADMET Features

Property	Value	Probability
Human Intestinal Absorption	+	1.0
Blood Brain Barrier	+	0.9589
Caco-2 permeable	+	0.646
P-glycoprotein substrate	Non-substrate	0.5401
P-glycoprotein inhibitor I	Non-inhibitor	0.8003
P-glycoprotein inhibitor II	Non-inhibitor	0.7729
Renal organic cation transporter	Non-inhibitor	0.8838
CYP450 2C9 substrate	Non-substrate	0.6979
CYP450 2D6 substrate	Non-substrate	0.8241
CYP450 3A4 substrate	Substrate	0.6245
CYP450 1A2 substrate	Non-inhibitor	0.6361
CYP450 2C9 inhibitor	Non-inhibitor	0.7503
CYP450 2D6 inhibitor	Non-inhibitor	0.9006
CYP450 2C19 inhibitor	Non-inhibitor	0.5961
CYP450 3A4 inhibitor	Non-inhibitor	0.8179
CYP450 inhibitory promiscuity	Low CYP Inhibitory Promiscuity	0.8279
Ames test	Non AMES toxic	0.8218
Carcinogenicity	Non-carcinogens	0.8972
Biodegradation	Not ready biodegradable	0.9705
Rat acute toxicity	2.6419 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.9954
hERG inhibition (predictor II)	Non-inhibitor	0.8689

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-03di-0039000000-7dddc7562e2b4ef7d0cf
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03di-0009000000-2b5cd7032077384924a7
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03di-0009000000-97b8471bd848da56e507
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0002-1249000000-8e109e8fb29fa7517266
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-000i-1090000000-a49baa2d60e0c136ab52
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-7937000000-a3072ab3b095b4352df9
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	198.253249	predicted	DarkChem Lite v0.1.0
[M-H]-	187.6054	predicted	DeepCCS 1.0 (2019)
[M+H]+	197.608449	predicted	DarkChem Lite v0.1.0
[M+H]+	189.9634	predicted	DeepCCS 1.0 (2019)
[M+Na]+	198.404949	predicted	DarkChem Lite v0.1.0
[M+Na]+	196.58868	predicted	DeepCCS 1.0 (2019)

Targets

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Details1. Retinoic acid receptor alpha

Kind: Protein
Organism: Humans
Pharmacological action: Yes
Actions: Agonist

General Function: Receptor for retinoic acid (PubMed:16417524, PubMed:19850744, PubMed:20215566, PubMed:21152046, PubMed:37478846). Retinoic acid receptors bind as heterodimers to their target response elements in response to their ligands, all-trans or 9-cis retinoic acid, and regulate gene expression in various biological processes (PubMed:28167758, PubMed:37478846, PubMed:21152046). The RXR/RAR heterodimers bind to the retinoic acid response elements (RARE) composed of tandem 5'-AGGTCA-3' sites known as DR1-DR5 (PubMed:19398580, PubMed:28167758). In the absence of ligand, the RXR-RAR heterodimers associate with a multiprotein complex containing transcription corepressors that induce histone deacetylation, chromatin condensation and transcriptional suppression (PubMed:16417524). On ligand binding, the corepressors dissociate from the receptors and associate with the coactivators leading to transcriptional activation (PubMed:19850744, PubMed:20215566, PubMed:9267036, PubMed:37478846). Formation of a complex with histone deacetylases might lead to inhibition of RARE DNA element binding and to transcriptional repression (PubMed:28167758). Transcriptional activation and RARE DNA element binding might be supported by the transcription factor KLF2 (PubMed:28167758). RARA plays an essential role in the regulation of retinoic acid-induced germ cell development during spermatogenesis (By similarity). Has a role in the survival of early spermatocytes at the beginning prophase of meiosis (By similarity). In Sertoli cells, may promote the survival and development of early meiotic prophase spermatocytes (By similarity). In concert with RARG, required for skeletal growth, matrix homeostasis and growth plate function (By similarity). Together with RXRA, positively regulates microRNA-10a expression, thereby inhibiting the GATA6/VCAM1 signaling response to pulsatile shear stress in vascular endothelial cells (PubMed:28167758). In association with HDAC3, HDAC5 and HDAC7 corepressors, plays a role in the repression of microRNA-10a and thereby promotes the inflammatory response (PubMed:28167758)
Specific Function: alpha-actinin binding
Gene Name: RARA
Uniprot ID: P10276
Uniprot Name: Retinoic acid receptor alpha
Molecular Weight: 50770.805 Da

References

Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]

Property	Measurement	pH	Temperature (°C)	References
Ki (nM)	75	N/A	N/A	A29764
Ki (nM)	7.5	N/A	N/A	A29765

Details2. Retinoic acid receptor RXR-beta

Kind: Protein
Organism: Humans
Pharmacological action: Unknown

General Function: Receptor for retinoic acid. Retinoic acid receptors bind as heterodimers to their target response elements in response to their ligands, all-trans or 9-cis retinoic acid, and regulate gene expression in various biological processes. The RAR/RXR heterodimers bind to the retinoic acid response elements (RARE)
Specific Function: DNA-binding transcription activator activity, RNA polymerase II-specific
Gene Name: RXRB
Uniprot ID: P28702
Uniprot Name: Retinoic acid receptor RXR-beta
Molecular Weight: 56921.38 Da

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at August 26, 2024 19:22

LG-100268

Identification

Structure for LG-100268 (DB01941)

Pharmacology

Interactions

Categories

Chemical Identifiers

References

Clinical Trials

Clinical Trial & Rare Diseases Add-on Data Package

Pharmacoeconomics

Properties

Spectra

Collision Cross Sections (CCS)

Targets

References

References