1,9-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,10-diol

Details

• Internal ID: c4cd152f-35b3-4553-90e8-97cd4e0b7cc9
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 1,9-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-2,10-diol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)OC)OC)O
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1CC4=CC(=C(C=C43)O)OC)OC)O
• InChI: InChI=1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-14(21)16(23-2)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3
• InChI Key: PQBKKPXFZHPMRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₄
• Molecular Weight: 327.40 g/mol
• Exact Mass: 327.14705815 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL1996399
• NSC-688260
• NCI60_031858

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8085	80.85%
Caco-2	+	0.8665	86.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5804	58.04%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9247	92.47%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5947	59.47%
P-glycoprotein inhibitior	-	0.8753	87.53%
P-glycoprotein substrate	-	0.7684	76.84%
CYP3A4 substrate	+	0.6090	60.90%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.8432	84.32%
CYP3A4 inhibition	-	0.8593	85.93%
CYP2C9 inhibition	-	0.9081	90.81%
CYP2C19 inhibition	-	0.8384	83.84%
CYP2D6 inhibition	+	0.8931	89.31%
CYP1A2 inhibition	+	0.9378	93.78%
CYP2C8 inhibition	-	0.7377	73.77%
CYP inhibitory promiscuity	-	0.9213	92.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7029	70.29%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9453	94.53%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7287	72.87%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.7949	79.49%
skin sensitisation	-	0.8960	89.60%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8956	89.56%
Acute Oral Toxicity (c)	III	0.7111	71.11%
Estrogen receptor binding	-	0.5334	53.34%
Androgen receptor binding	-	0.5794	57.94%
Thyroid receptor binding	+	0.6556	65.56%
Glucocorticoid receptor binding	+	0.7145	71.45%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6945	69.45%
Honey bee toxicity	-	0.8874	88.74%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8948	89.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.95%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	98.08%	95.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	96.02%	91.79%
CHEMBL2056	P21728	Dopamine D1 receptor	94.88%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.37%	91.11%
CHEMBL3438	Q05513	Protein kinase C zeta	92.62%	88.48%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.87%	91.03%
CHEMBL1951	P21397	Monoamine oxidase A	90.60%	91.49%
CHEMBL4208	P20618	Proteasome component C5	90.15%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.24%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL5747	Q92793	CREB-binding protein	88.83%	95.12%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.70%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.23%	85.14%
CHEMBL2535	P11166	Glucose transporter	87.11%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.67%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.80%	82.38%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.42%	96.86%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.28%	93.03%
CHEMBL1913	P09619	Platelet-derived growth factor receptor beta	83.48%	95.70%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.70%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.16%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%

Plants that contains it

• Liriodendron tulipifera
• Litsea cubeba
• Miliusa cuneata
• Papaver orientale
• Strychnopsis thouarsii

Cross-Links

• PubChem: 390656
• LOTUS: LTS0057301
• wikiData: Q104398728