6-deoxyaflaquinolone D

Details

• Internal ID: d082d80b-0463-4792-aab9-f36d338db1aa
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Phenylquinolines
• IUPAC Name: (3S,4S)-4-hydroxy-3-methoxy-4-phenyl-1,3-dihydroquinolin-2-one
• SMILES (Canonical): COC1C(=O)NC2=CC=CC=C2C1(C3=CC=CC=C3)O
• SMILES (Isomeric): CO[C@@H]1C(=O)NC2=CC=CC=C2[C@]1(C3=CC=CC=C3)O
• InChI: InChI=1S/C16H15NO3/c1-20-14-15(18)17-13-10-6-5-9-12(13)16(14,19)11-7-3-2-4-8-11/h2-10,14,19H,1H3,(H,17,18)/t14-,16+/m1/s1
• InChI Key: ZJKJPVOOYVJWFU-ZBFHGGJFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅NO₃
• Molecular Weight: 269.29 g/mol
• Exact Mass: 269.10519334 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL2431783

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	+	0.8311	83.11%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6690	66.90%
P-glycoprotein inhibitior	-	0.8190	81.90%
P-glycoprotein substrate	-	0.9191	91.91%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.7997	79.97%
CYP3A4 inhibition	-	0.6685	66.85%
CYP2C9 inhibition	-	0.5658	56.58%
CYP2C19 inhibition	+	0.5434	54.34%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	-	0.5378	53.78%
CYP2C8 inhibition	-	0.8421	84.21%
CYP inhibitory promiscuity	+	0.5374	53.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9175	91.75%
Skin irritation	-	0.8332	83.32%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6832	68.32%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6964	69.64%
skin sensitisation	-	0.9185	91.85%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6974	69.74%
Acute Oral Toxicity (c)	III	0.5983	59.83%
Estrogen receptor binding	+	0.6680	66.80%
Androgen receptor binding	+	0.6802	68.02%
Thyroid receptor binding	-	0.5078	50.78%
Glucocorticoid receptor binding	-	0.6465	64.65%
Aromatase binding	+	0.7477	74.77%
PPAR gamma	+	0.6600	66.00%
Honey bee toxicity	-	0.9345	93.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.7302	73.02%

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	96.84%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.17%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.44%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.83%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.66%	90.00%
CHEMBL3524	P56524	Histone deacetylase 4	84.10%	92.97%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.79%	94.23%
CHEMBL1937	Q92769	Histone deacetylase 2	81.75%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72703463
• LOTUS: LTS0009379
• wikiData: Q75052844