2-Methoxy-[1,3]benzodioxolo[5,6-c]phenanthridin-1-ol

Details

• Internal ID: 3b6b6b23-2d15-4b99-9185-f87fa4cdc37c
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 2-methoxy-[1,3]benzodioxolo[5,6-c]phenanthridin-1-ol
• SMILES (Canonical): COC1=C(C2=CN=C3C(=C2C=C1)C=CC4=CC5=C(C=C43)OCO5)O
• SMILES (Isomeric): COC1=C(C2=CN=C3C(=C2C=C1)C=CC4=CC5=C(C=C43)OCO5)O
• InChI: InChI=1S/C19H13NO4/c1-22-15-5-4-11-12-3-2-10-6-16-17(24-9-23-16)7-13(10)18(12)20-8-14(11)19(15)21/h2-8,21H,9H2,1H3
• InChI Key: FRSOYBXQJMIDQW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₃NO₄
• Molecular Weight: 319.30 g/mol
• Exact Mass: 319.08445790 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9812	98.12%
Caco-2	+	0.7682	76.82%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6773	67.73%
OATP2B1 inhibitior	-	0.8704	87.04%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7797	77.97%
P-glycoprotein inhibitior	-	0.6469	64.69%
P-glycoprotein substrate	-	0.7479	74.79%
CYP3A4 substrate	+	0.5101	51.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7802	78.02%
CYP3A4 inhibition	+	0.8552	85.52%
CYP2C9 inhibition	-	0.5152	51.52%
CYP2C19 inhibition	+	0.7587	75.87%
CYP2D6 inhibition	+	0.8214	82.14%
CYP1A2 inhibition	+	0.9018	90.18%
CYP2C8 inhibition	+	0.7397	73.97%
CYP inhibitory promiscuity	+	0.8323	83.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4096	40.96%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.5972	59.72%
Skin irritation	-	0.7835	78.35%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7381	73.81%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8225	82.25%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5989	59.89%
Acute Oral Toxicity (c)	III	0.7061	70.61%
Estrogen receptor binding	+	0.9419	94.19%
Androgen receptor binding	+	0.7059	70.59%
Thyroid receptor binding	+	0.8457	84.57%
Glucocorticoid receptor binding	+	0.9250	92.50%
Aromatase binding	+	0.7704	77.04%
PPAR gamma	+	0.8919	89.19%
Honey bee toxicity	-	0.9286	92.86%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5251	52.51%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.62%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.74%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.73%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.17%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.70%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.11%	92.62%
CHEMBL2535	P11166	Glucose transporter	90.74%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.34%	99.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.13%	85.30%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.67%	95.78%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.04%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.40%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.86%	95.89%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	85.57%	85.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.50%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.42%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.25%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.25%	94.75%
CHEMBL4208	P20618	Proteasome component C5	84.18%	90.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.11%	97.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.91%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.81%	95.56%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	83.60%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.04%	92.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.44%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.25%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.25%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	80.59%	94.73%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 135844948
• LOTUS: LTS0167340
• wikiData: Q105000406