Aflaquinolone E

Details

• Internal ID: 57088174-6f81-47fe-bc95-15b63c33fd34
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: (3S,4S)-4,5-dihydroxy-3-methoxy-4-phenyl-1,3-dihydroquinolin-2-one
• SMILES (Canonical): COC1C(=O)NC2=C(C1(C3=CC=CC=C3)O)C(=CC=C2)O
• SMILES (Isomeric): CO[C@@H]1C(=O)NC2=C([C@]1(C3=CC=CC=C3)O)C(=CC=C2)O
• InChI: InChI=1S/C16H15NO4/c1-21-14-15(19)17-11-8-5-9-12(18)13(11)16(14,20)10-6-3-2-4-7-10/h2-9,14,18,20H,1H3,(H,17,19)/t14-,16+/m1/s1
• InChI Key: LHXTYJMHVVJZME-ZBFHGGJFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅NO₄
• Molecular Weight: 285.29 g/mol
• Exact Mass: 285.10010796 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.60
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL2024582

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9521	95.21%
Caco-2	+	0.7500	75.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6463	64.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5051	50.51%
P-glycoprotein inhibitior	-	0.7797	77.97%
P-glycoprotein substrate	-	0.8708	87.08%
CYP3A4 substrate	+	0.5543	55.43%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.7905	79.05%
CYP3A4 inhibition	+	0.5498	54.98%
CYP2C9 inhibition	-	0.5399	53.99%
CYP2C19 inhibition	-	0.5682	56.82%
CYP2D6 inhibition	-	0.8874	88.74%
CYP1A2 inhibition	-	0.6082	60.82%
CYP2C8 inhibition	-	0.6283	62.83%
CYP inhibitory promiscuity	+	0.5129	51.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6436	64.36%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9523	95.23%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7307	73.07%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6714	67.14%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5554	55.54%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.7308	73.08%
Androgen receptor binding	+	0.6387	63.87%
Thyroid receptor binding	+	0.5476	54.76%
Glucocorticoid receptor binding	+	0.5893	58.93%
Aromatase binding	+	0.6991	69.91%
PPAR gamma	+	0.7109	71.09%
Honey bee toxicity	-	0.9235	92.35%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.5744	57.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	98.30%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.13%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.81%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	93.90%	94.75%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.35%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.61%	94.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.80%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.20%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57381070
• LOTUS: LTS0189103
• wikiData: Q75057967