2-Hydroxy-3-methoxy-12-methyl-12h-[1,3]dioxolo [4',5':4,5]benzo[1,2-c]-phenanthridin-13-one

Details

• Internal ID: d6dd5dca-819f-4e48-a468-f2ab28a894a1
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 2-hydroxy-3-methoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-13-one
• InChI: InChI=1S/C20H15NO5/c1-21-19-11(13-8-16(24-2)15(22)6-14(13)20(21)23)4-3-10-5-17-18(7-12(10)19)26-9-25-17/h3-8,22H,9H2,1-2H3
• InChI Key: VJAXYZXLBFEJEG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₅NO₅
• Molecular Weight: 349.30 g/mol
• Exact Mass: 349.09502258 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.29
• H-Bond Acceptor: 6
• 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	+	0.8938	89.38%
Caco-2	+	0.7945	79.45%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3947	39.47%
OATP2B1 inhibitior	-	0.8771	87.71%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5421	54.21%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7413	74.13%
CYP3A4 substrate	+	0.5439	54.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8386	83.86%
CYP3A4 inhibition	+	0.6350	63.50%
CYP2C9 inhibition	-	0.7186	71.86%
CYP2C19 inhibition	+	0.5397	53.97%
CYP2D6 inhibition	-	0.6037	60.37%
CYP1A2 inhibition	+	0.7921	79.21%
CYP2C8 inhibition	-	0.7020	70.20%
CYP inhibitory promiscuity	+	0.6629	66.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4851	48.51%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7418	74.18%
Skin irritation	-	0.8109	81.09%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	+	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8485	84.85%
Micronuclear	+	0.7874	78.74%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7702	77.02%
Acute Oral Toxicity (c)	III	0.6612	66.12%
Estrogen receptor binding	+	0.9243	92.43%
Androgen receptor binding	+	0.6661	66.61%
Thyroid receptor binding	+	0.6048	60.48%
Glucocorticoid receptor binding	+	0.9375	93.75%
Aromatase binding	+	0.6387	63.87%
PPAR gamma	+	0.8954	89.54%
Honey bee toxicity	-	0.8502	85.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6834	68.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.90%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.12%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.93%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.28%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.12%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.30%	92.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	91.27%	80.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.11%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.44%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.08%	90.00%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.75%	92.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.44%	99.23%
CHEMBL2535	P11166	Glucose transporter	83.99%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.84%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.33%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	83.28%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.15%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.61%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.79%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.53%	93.40%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.53%	95.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.04%	99.17%

Plants that contains it

• Zanthoxylum asiaticum
• Zanthoxylum nitidum

Cross-Links

• PubChem: 13855597
• NPASS: NPC9035
• LOTUS: LTS0001132
• wikiData: Q105287137