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

Details

• Internal ID: 41d392d7-1c4f-4f38-ba48-3e587f2a97dd
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 2-methoxy-[1,3]benzodioxolo[5,6-c]phenanthridin-3-ol
• SMILES (Canonical): COC1=C(C=C2C3=C(C4=CC5=C(C=C4C=C3)OCO5)N=CC2=C1)O
• SMILES (Isomeric): COC1=C(C=C2C3=C(C4=CC5=C(C=C4C=C3)OCO5)N=CC2=C1)O
• InChI: InChI=1S/C19H13NO4/c1-22-16-5-11-8-20-19-12(13(11)6-15(16)21)3-2-10-4-17-18(7-14(10)19)24-9-23-17/h2-8,21H,9H2,1H3
• InChI Key: ZCMNYBNYFRAPIS-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	+	0.9839	98.39%
Caco-2	+	0.7519	75.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5863	58.63%
OATP2B1 inhibitior	-	0.8701	87.01%
OATP1B1 inhibitior	+	0.9475	94.75%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7103	71.03%
P-glycoprotein inhibitior	-	0.6787	67.87%
P-glycoprotein substrate	-	0.7681	76.81%
CYP3A4 substrate	+	0.5071	50.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7137	71.37%
CYP3A4 inhibition	+	0.8305	83.05%
CYP2C9 inhibition	-	0.5898	58.98%
CYP2C19 inhibition	+	0.6890	68.90%
CYP2D6 inhibition	+	0.7684	76.84%
CYP1A2 inhibition	+	0.9018	90.18%
CYP2C8 inhibition	+	0.6835	68.35%
CYP inhibitory promiscuity	+	0.8346	83.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4287	42.87%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7011	70.11%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7083	70.83%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6447	64.47%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5489	54.89%
Acute Oral Toxicity (c)	III	0.6717	67.17%
Estrogen receptor binding	+	0.9315	93.15%
Androgen receptor binding	+	0.5550	55.50%
Thyroid receptor binding	+	0.8190	81.90%
Glucocorticoid receptor binding	+	0.9166	91.66%
Aromatase binding	+	0.7275	72.75%
PPAR gamma	+	0.8887	88.87%
Honey bee toxicity	-	0.9304	93.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	-	0.4873	48.73%

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	98.20%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.77%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.53%	94.00%
CHEMBL2535	P11166	Glucose transporter	93.07%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.01%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.20%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.12%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	91.81%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	91.80%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.35%	99.15%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.31%	85.30%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.70%	89.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.55%	99.17%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	87.39%	85.49%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.07%	93.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.24%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.89%	96.09%
CHEMBL4208	P20618	Proteasome component C5	85.36%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.78%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.57%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.42%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.58%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.31%	82.67%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.73%	89.44%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.27%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	80.22%	94.73%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.02%	80.96%

Plants that contains it

• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 136754389
• LOTUS: LTS0036243
• wikiData: Q105371264