(3R)-3-hydroxy-2,2,9-trimethyl-3H-furo[2,3-b]quinolin-4-one

Details

• Internal ID: ca700a8c-7abd-4dcd-a699-677632d17c18
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Dihydrofuranoquinolines
• IUPAC Name: (3R)-3-hydroxy-2,2,9-trimethyl-3H-furo[2,3-b]quinolin-4-one
• SMILES (Canonical): CC1(C(C2=C(O1)N(C3=CC=CC=C3C2=O)C)O)C
• SMILES (Isomeric): CC1([C@@H](C2=C(O1)N(C3=CC=CC=C3C2=O)C)O)C
• InChI: InChI=1S/C14H15NO3/c1-14(2)12(17)10-11(16)8-6-4-5-7-9(8)15(3)13(10)18-14/h4-7,12,17H,1-3H3/t12-/m1/s1
• InChI Key: LLSODNUYNJWSBJ-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₃
• Molecular Weight: 245.27 g/mol
• Exact Mass: 245.10519334 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9494	94.94%
Caco-2	+	0.8800	88.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6346	63.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8104	81.04%
P-glycoprotein inhibitior	-	0.8980	89.80%
P-glycoprotein substrate	-	0.7730	77.30%
CYP3A4 substrate	+	0.6219	62.19%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8067	80.67%
CYP3A4 inhibition	-	0.8442	84.42%
CYP2C9 inhibition	-	0.8375	83.75%
CYP2C19 inhibition	-	0.5191	51.91%
CYP2D6 inhibition	-	0.8285	82.85%
CYP1A2 inhibition	+	0.8811	88.11%
CYP2C8 inhibition	-	0.9090	90.90%
CYP inhibitory promiscuity	-	0.7137	71.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4074	40.74%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.6794	67.94%
Skin irritation	-	0.8294	82.94%
Skin corrosion	-	0.9419	94.19%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7097	70.97%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6488	64.88%
Acute Oral Toxicity (c)	III	0.6466	64.66%
Estrogen receptor binding	+	0.8071	80.71%
Androgen receptor binding	-	0.4946	49.46%
Thyroid receptor binding	-	0.4913	49.13%
Glucocorticoid receptor binding	+	0.5571	55.71%
Aromatase binding	+	0.5637	56.37%
PPAR gamma	+	0.6679	66.79%
Honey bee toxicity	-	0.9351	93.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.4271	42.71%

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	97.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.46%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.58%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	88.09%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.69%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.37%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.24%	93.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.83%	97.25%

Plants that contains it

• Vepris nobilis

Cross-Links

• PubChem: 162913263
• LOTUS: LTS0023534
• wikiData: Q105153709