Lunacridine, (S)-

Details

• Internal ID: ddce794a-07d1-49bc-9c2d-9339100a12bf
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 3-[(2S)-2-hydroxy-3-methylbutyl]-4,8-dimethoxy-1-methylquinolin-2-one
• InChI: InChI=1S/C17H23NO4/c1-10(2)13(19)9-12-16(22-5)11-7-6-8-14(21-4)15(11)18(3)17(12)20/h6-8,10,13,19H,9H2,1-5H3/t13-/m0/s1
• InChI Key: VRMGQDHQTYUISY-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.40 g/mol
• Exact Mass: 305.16270821 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• Lunacridine, (S)-
• 56A8T5LA1N
• 160024-37-3
• 2(1H)-Quinolinone, 3-(2-hydroxy-3-methylbutyl)-4,8-dimethoxy-1-methyl-, (S)-
• UNII-56A8T5LA1N
• (S)-lunacridine
• AKOS040749859
• Q27261398

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9472	94.72%
Caco-2	+	0.8627	86.27%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5773	57.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5910	59.10%
P-glycoprotein inhibitior	-	0.8032	80.32%
P-glycoprotein substrate	-	0.7136	71.36%
CYP3A4 substrate	+	0.5864	58.64%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.7955	79.55%
CYP3A4 inhibition	-	0.5102	51.02%
CYP2C9 inhibition	-	0.8555	85.55%
CYP2C19 inhibition	-	0.6081	60.81%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	+	0.8040	80.40%
CYP2C8 inhibition	-	0.8901	89.01%
CYP inhibitory promiscuity	-	0.6034	60.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5853	58.53%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8425	84.25%
Skin irritation	-	0.8480	84.80%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3942	39.42%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.5197	51.97%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8765	87.65%
Acute Oral Toxicity (c)	III	0.7018	70.18%
Estrogen receptor binding	+	0.6538	65.38%
Androgen receptor binding	-	0.5873	58.73%
Thyroid receptor binding	+	0.6195	61.95%
Glucocorticoid receptor binding	-	0.5353	53.53%
Aromatase binding	-	0.6079	60.79%
PPAR gamma	-	0.5694	56.94%
Honey bee toxicity	-	0.9141	91.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5325	53.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL2535	P11166	Glucose transporter	91.45%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.60%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.86%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.12%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL1255126	O15151	Protein Mdm4	83.57%	90.20%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.54%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.63%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.50%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72941708
• LOTUS: LTS0165310
• wikiData: Q27261398