Aflaquinolone I

Details

• Internal ID: daf4e705-d2b1-43b4-83b9-eb40a9924ffe
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: (3R,4R)-3,4-dihydroxy-4-(3-hydroxyphenyl)-1,3-dihydroquinolin-2-one
• InChI: InChI=1S/C15H13NO4/c17-10-5-3-4-9(8-10)15(20)11-6-1-2-7-12(11)16-14(19)13(15)18/h1-8,13,17-18,20H,(H,16,19)/t13-,15+/m0/s1
• InChI Key: JRZQVKOEUXXAPL-DZGCQCFKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃NO₄
• Molecular Weight: 271.27 g/mol
• Exact Mass: 271.08445790 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• CHEMBL4474624

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9224	92.24%
Caco-2	-	0.6430	64.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6108	61.08%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7255	72.55%
P-glycoprotein inhibitior	-	0.9205	92.05%
P-glycoprotein substrate	-	0.7315	73.15%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.7842	78.42%
CYP3A4 inhibition	-	0.7168	71.68%
CYP2C9 inhibition	-	0.7313	73.13%
CYP2C19 inhibition	-	0.7064	70.64%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	+	0.5735	57.35%
CYP2C8 inhibition	-	0.6143	61.43%
CYP inhibitory promiscuity	-	0.7060	70.60%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7189	71.89%
Eye corrosion	-	0.9953	99.53%
Eye irritation	-	0.6284	62.84%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9571	95.71%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8903	89.03%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5988	59.88%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6179	61.79%
Acute Oral Toxicity (c)	III	0.4369	43.69%
Estrogen receptor binding	-	0.5421	54.21%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	+	0.6706	67.06%
Glucocorticoid receptor binding	+	0.7985	79.85%
Aromatase binding	+	0.7613	76.13%
PPAR gamma	+	0.7998	79.98%
Honey bee toxicity	-	0.9156	91.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4150	41.50%

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	98.35%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	95.97%	94.62%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.64%	96.09%
CHEMBL2535	P11166	Glucose transporter	87.12%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.75%	86.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.68%	93.40%
CHEMBL1937	Q92769	Histone deacetylase 2	84.77%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.65%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.96%	94.23%
CHEMBL4208	P20618	Proteasome component C5	82.79%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.51%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.08%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145721181
• LOTUS: LTS0071804
• wikiData: Q105134219