Aflaquinolone F

Details

• Internal ID: 960f934a-d393-4339-8dd1-3851134f2a4b
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: (3S,4S)-3,4-dihydroxy-4-phenyl-1,3-dihydroquinolin-2-one
• SMILES (Canonical): C1=CC=C(C=C1)C2(C(C(=O)NC3=CC=CC=C32)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@]2([C@@H](C(=O)NC3=CC=CC=C32)O)O
• InChI: InChI=1S/C15H13NO3/c17-13-14(18)16-12-9-5-4-8-11(12)15(13,19)10-6-2-1-3-7-10/h1-9,13,17,19H,(H,16,18)/t13-,15+/m1/s1
• InChI Key: ICAOEYXCZNNQNW-HIFRSBDPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.27 g/mol
• Exact Mass: 255.08954328 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.24
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• (3S,4S)-3,4-dihydroxy-4-phenyl-1,3-dihydroquinolin-2-one
• RefChem:110015
• CHEMBL2024583
• CHEBI:224207

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9515	95.15%
Caco-2	+	0.7824	78.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6540	65.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9532	95.32%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5342	53.42%
P-glycoprotein inhibitior	-	0.9181	91.81%
P-glycoprotein substrate	-	0.9226	92.26%
CYP3A4 substrate	-	0.6171	61.71%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	-	0.7025	70.25%
CYP2C19 inhibition	-	0.5874	58.74%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	+	0.5360	53.60%
CYP2C8 inhibition	-	0.8995	89.95%
CYP inhibitory promiscuity	-	0.6557	65.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9955	99.55%
Eye irritation	-	0.6397	63.97%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9592	95.92%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8494	84.94%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6839	68.39%
skin sensitisation	-	0.8494	84.94%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6945	69.45%
Acute Oral Toxicity (c)	III	0.4543	45.43%
Estrogen receptor binding	+	0.5689	56.89%
Androgen receptor binding	+	0.6225	62.25%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.7084	70.84%
Aromatase binding	+	0.7892	78.92%
PPAR gamma	+	0.8588	85.88%
Honey bee toxicity	-	0.9578	95.78%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.5901	59.01%

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	97.74%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.08%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.86%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.38%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.27%	94.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.89%	90.17%
CHEMBL4208	P20618	Proteasome component C5	82.80%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.55%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57381071
• LOTUS: LTS0017462
• wikiData: Q77508641