3,4-Dimethoxy-[1,3]benzodioxolo[5,6-c]phenanthridine

Details

• Internal ID: 3f2335b9-fb63-4b3b-a164-cecac646e8a9
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 3,4-dimethoxy-[1,3]benzodioxolo[5,6-c]phenanthridine
• InChI: InChI=1S/C20H15NO4/c1-22-15-6-4-12-9-21-19-13(18(12)20(15)23-2)5-3-11-7-16-17(8-14(11)19)25-10-24-16/h3-9H,10H2,1-2H3
• InChI Key: GGOQNPMQWNXDQK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₅NO₄
• Molecular Weight: 333.30 g/mol
• Exact Mass: 333.10010796 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.29
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9871	98.71%
Caco-2	+	0.8734	87.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5303	53.03%
OATP2B1 inhibitior	-	0.8750	87.50%
OATP1B1 inhibitior	+	0.9613	96.13%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7882	78.82%
P-glycoprotein inhibitior	+	0.6403	64.03%
P-glycoprotein substrate	-	0.7369	73.69%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7130	71.30%
CYP3A4 inhibition	+	0.9111	91.11%
CYP2C9 inhibition	+	0.5544	55.44%
CYP2C19 inhibition	+	0.8903	89.03%
CYP2D6 inhibition	+	0.8511	85.11%
CYP1A2 inhibition	+	0.9569	95.69%
CYP2C8 inhibition	+	0.6917	69.17%
CYP inhibitory promiscuity	+	0.9474	94.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4601	46.01%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.6063	60.63%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6926	69.26%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.7990	79.90%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5111	51.11%
Acute Oral Toxicity (c)	III	0.6284	62.84%
Estrogen receptor binding	+	0.9591	95.91%
Androgen receptor binding	+	0.6835	68.35%
Thyroid receptor binding	+	0.8555	85.55%
Glucocorticoid receptor binding	+	0.9344	93.44%
Aromatase binding	+	0.7697	76.97%
PPAR gamma	+	0.7944	79.44%
Honey bee toxicity	-	0.9135	91.35%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.6494	64.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.87%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.03%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.03%	96.77%
CHEMBL2535	P11166	Glucose transporter	92.91%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.40%	92.62%
CHEMBL2039	P27338	Monoamine oxidase B	92.32%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.23%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.34%	96.00%
CHEMBL5747	Q92793	CREB-binding protein	91.11%	95.12%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.74%	89.62%
CHEMBL4040	P28482	MAP kinase ERK2	88.64%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	88.53%	91.49%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.54%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.52%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.46%	80.96%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.27%	95.89%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.38%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.24%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.06%	94.80%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.63%	92.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.31%	85.49%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.27%	92.50%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.16%	85.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	80.13%	82.67%

Plants that contains it

• Argemone mexicana

Cross-Links

• PubChem: 101497140
• LOTUS: LTS0243204
• wikiData: Q105008252