2-Methoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-1-one

Details

• Internal ID: ce451298-6d95-430d-b063-d8d5bbf8459c
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: 2-methoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-1-one
• SMILES (Canonical): CN1C=C2C(=CC=C(C2=O)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5
• SMILES (Isomeric): CN1C=C2C(=CC=C(C2=O)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5
• InChI: InChI=1S/C20H15NO4/c1-21-9-15-12(5-6-16(23-2)20(15)22)13-4-3-11-7-17-18(25-10-24-17)8-14(11)19(13)21/h3-9H,10H2,1-2H3
• InChI Key: RSCIYYHIBVZXDI-UHFFFAOYSA-N
• Popularity: 1 reference 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): 48.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9441	94.41%
Caco-2	+	0.9373	93.73%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4078	40.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9339	93.39%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8598	85.98%
BSEP inhibitior	+	0.8542	85.42%
P-glycoprotein inhibitior	+	0.6254	62.54%
P-glycoprotein substrate	-	0.5384	53.84%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	0.8117	81.17%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	+	0.7953	79.53%
CYP2C9 inhibition	-	0.7754	77.54%
CYP2C19 inhibition	+	0.9336	93.36%
CYP2D6 inhibition	+	0.7893	78.93%
CYP1A2 inhibition	+	0.9510	95.10%
CYP2C8 inhibition	-	0.6905	69.05%
CYP inhibitory promiscuity	+	0.9145	91.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Warning	0.3979	39.79%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.8185	81.85%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5569	55.69%
Micronuclear	+	0.7574	75.74%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5819	58.19%
Acute Oral Toxicity (c)	III	0.7516	75.16%
Estrogen receptor binding	+	0.9159	91.59%
Androgen receptor binding	+	0.8080	80.80%
Thyroid receptor binding	+	0.6456	64.56%
Glucocorticoid receptor binding	+	0.8988	89.88%
Aromatase binding	+	0.6016	60.16%
PPAR gamma	+	0.7856	78.56%
Honey bee toxicity	-	0.8481	84.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.7844	78.44%

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	98.66%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.38%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.28%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.24%	91.11%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	89.60%	92.38%
CHEMBL4208	P20618	Proteasome component C5	88.58%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.53%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.30%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	87.25%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.23%	96.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.23%	95.53%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.22%	94.42%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.03%	80.78%
CHEMBL5747	Q92793	CREB-binding protein	84.47%	95.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.75%	96.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.95%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	82.67%	94.75%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.82%	92.50%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.46%	96.09%
CHEMBL2535	P11166	Glucose transporter	80.70%	98.75%
CHEMBL2039	P27338	Monoamine oxidase B	80.67%	92.51%

Plants that contains it

• Macleaya cordata
• Zanthoxylum zanthoxyloides

Cross-Links

• PubChem: 9951230
• LOTUS: LTS0185614
• wikiData: Q105244536