(3S)-2,2,3,9-tetramethyl-3H-furo[2,3-b]quinolin-4-one

Details

• Internal ID: 7500c530-a6ad-4bd6-b50b-40c2c3fa3287
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Dihydrofuranoquinolines
• IUPAC Name: (3S)-2,2,3,9-tetramethyl-3H-furo[2,3-b]quinolin-4-one
• SMILES (Canonical): CC1C2=C(N(C3=CC=CC=C3C2=O)C)OC1(C)C
• SMILES (Isomeric): C[C@H]1C2=C(N(C3=CC=CC=C3C2=O)C)OC1(C)C
• InChI: InChI=1S/C15H17NO2/c1-9-12-13(17)10-7-5-6-8-11(10)16(4)14(12)18-15(9,2)3/h5-9H,1-4H3/t9-/m0/s1
• InChI Key: BXTFNWWMVUHWQA-VIFPVBQESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₂
• Molecular Weight: 243.30 g/mol
• Exact Mass: 243.125928785 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.8722	87.22%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8098	80.98%
P-glycoprotein inhibitior	-	0.8384	83.84%
P-glycoprotein substrate	-	0.7774	77.74%
CYP3A4 substrate	+	0.6195	61.95%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.8334	83.34%
CYP2C9 inhibition	-	0.7557	75.57%
CYP2C19 inhibition	+	0.7133	71.33%
CYP2D6 inhibition	-	0.8789	87.89%
CYP1A2 inhibition	+	0.8839	88.39%
CYP2C8 inhibition	-	0.8873	88.73%
CYP inhibitory promiscuity	-	0.5950	59.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4095	40.95%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.7482	74.82%
Skin irritation	-	0.8362	83.62%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6134	61.34%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5910	59.10%
Acute Oral Toxicity (c)	III	0.5899	58.99%
Estrogen receptor binding	+	0.8829	88.29%
Androgen receptor binding	+	0.5592	55.92%
Thyroid receptor binding	-	0.5422	54.22%
Glucocorticoid receptor binding	-	0.6072	60.72%
Aromatase binding	+	0.7177	71.77%
PPAR gamma	+	0.5568	55.68%
Honey bee toxicity	-	0.9359	93.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	-	0.4199	41.99%

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	97.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.24%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.98%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.41%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.44%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.63%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.78%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.89%	91.11%
CHEMBL3045	P05771	Protein kinase C beta	82.88%	97.63%
CHEMBL255	P29275	Adenosine A2b receptor	82.54%	98.59%

Plants that contains it

• Asteriscus intermedius
• Euxylophora paraensis
• Flindersia ifflana

Cross-Links

• PubChem: 162938621
• LOTUS: LTS0092584
• wikiData: Q105123255