3-Methoxy-1,4-dioxonaphthalene-2-carboxamide

Details

• Internal ID: fc3fb088-8710-4aea-a177-132b72a0639a
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 3-methoxy-1,4-dioxonaphthalene-2-carboxamide
• SMILES (Canonical): COC1=C(C(=O)C2=CC=CC=C2C1=O)C(=O)N
• SMILES (Isomeric): COC1=C(C(=O)C2=CC=CC=C2C1=O)C(=O)N
• InChI: InChI=1S/C12H9NO4/c1-17-11-8(12(13)16)9(14)6-4-2-3-5-7(6)10(11)15/h2-5H,1H3,(H2,13,16)
• InChI Key: FFLNBKRREJRWFU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₉NO₄
• Molecular Weight: 231.20 g/mol
• Exact Mass: 231.05315777 g/mol
• Topological Polar Surface Area (TPSA): 86.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6693	66.93%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6128	61.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9766	97.66%
OATP1B3 inhibitior	+	0.9710	97.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8146	81.46%
P-glycoprotein inhibitior	-	0.8852	88.52%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	-	0.6416	64.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.6456	64.56%
CYP2C9 inhibition	-	0.7062	70.62%
CYP2C19 inhibition	-	0.7751	77.51%
CYP2D6 inhibition	-	0.8594	85.94%
CYP1A2 inhibition	+	0.7902	79.02%
CYP2C8 inhibition	-	0.9687	96.87%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8592	85.92%
Carcinogenicity (trinary)	Non-required	0.4136	41.36%
Eye corrosion	-	0.9858	98.58%
Eye irritation	+	0.5744	57.44%
Skin irritation	-	0.8451	84.51%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7755	77.55%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9151	91.51%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6146	61.46%
Acute Oral Toxicity (c)	III	0.5498	54.98%
Estrogen receptor binding	-	0.5765	57.65%
Androgen receptor binding	+	0.5957	59.57%
Thyroid receptor binding	-	0.6954	69.54%
Glucocorticoid receptor binding	-	0.4777	47.77%
Aromatase binding	-	0.5269	52.69%
PPAR gamma	-	0.7271	72.71%
Honey bee toxicity	-	0.9335	93.35%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8367	83.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.54%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.27%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.76%	82.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.33%	96.67%
CHEMBL2535	P11166	Glucose transporter	81.05%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.95%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.53%	86.33%

Plants that contains it

• Rubia cordifolia

Cross-Links

• PubChem: 85660979
• LOTUS: LTS0112885
• wikiData: Q104994533