Marcanine D

Details

• Internal ID: b0599458-6f28-4cb5-a63d-4a39caa82b07
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines
• IUPAC Name: 6-hydroxy-3-methoxy-4-methyl-1H-benzo[g]quinoline-2,5,10-trione
• SMILES (Canonical): CC1=C(C(=O)NC2=C1C(=O)C3=C(C2=O)C=CC=C3O)OC
• SMILES (Isomeric): CC1=C(C(=O)NC2=C1C(=O)C3=C(C2=O)C=CC=C3O)OC
• InChI: InChI=1S/C15H11NO5/c1-6-9-11(16-15(20)14(6)21-2)12(18)7-4-3-5-8(17)10(7)13(9)19/h3-5,17H,1-2H3,(H,16,20)
• InChI Key: XVTLWESXXLCLIK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁NO₅
• Molecular Weight: 285.25 g/mol
• Exact Mass: 285.06372245 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.17
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEMBL480848

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9498	94.98%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7088	70.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9117	91.17%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7857	78.57%
P-glycoprotein inhibitior	-	0.7788	77.88%
P-glycoprotein substrate	-	0.8719	87.19%
CYP3A4 substrate	+	0.5114	51.14%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.8792	87.92%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.9275	92.75%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	+	0.5830	58.30%
CYP2C8 inhibition	-	0.7474	74.74%
CYP inhibitory promiscuity	-	0.8241	82.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6582	65.82%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.6099	60.99%
Skin irritation	-	0.8752	87.52%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	+	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8733	87.33%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.9545	95.45%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.6728	67.28%
Androgen receptor binding	+	0.5349	53.49%
Thyroid receptor binding	-	0.5569	55.69%
Glucocorticoid receptor binding	+	0.6881	68.81%
Aromatase binding	+	0.5926	59.26%
PPAR gamma	+	0.5457	54.57%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.6128	61.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.56%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.26%	99.23%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	94.49%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.55%	93.03%
CHEMBL2535	P11166	Glucose transporter	92.37%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.11%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.74%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.92%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.60%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.97%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.04%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.24%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.96%	96.67%

Plants that contains it

• Goniothalamus tamirensis

Cross-Links

• PubChem: 10062464
• LOTUS: LTS0097496
• wikiData: Q105343138