(8S)-4,8-dimethoxy-8-[(2R)-3-methylbutan-2-yl]furo[2,3-b]quinolin-7-one

Details

• Internal ID: ed923e00-4925-4788-9ae0-c7501dfee7ae
• Taxonomy: Organoheterocyclic compounds > Furopyridines
• IUPAC Name: (8S)-4,8-dimethoxy-8-[(2R)-3-methylbutan-2-yl]furo[2,3-b]quinolin-7-one
• SMILES (Canonical): CC(C)C(C)C1(C(=O)C=CC2=C1N=C3C(=C2OC)C=CO3)OC
• SMILES (Isomeric): C[C@H](C(C)C)[C@]1(C(=O)C=CC2=C1N=C3C(=C2OC)C=CO3)OC
• InChI: InChI=1S/C18H21NO4/c1-10(2)11(3)18(22-5)14(20)7-6-12-15(21-4)13-8-9-23-17(13)19-16(12)18/h6-11H,1-5H3/t11-,18-/m1/s1
• InChI Key: GBVWIVASAJEPMZ-ADLMAVQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.14705815 g/mol
• Topological Polar Surface Area (TPSA): 61.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.6737	67.37%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6300	63.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9384	93.84%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5607	56.07%
P-glycoprotein inhibitior	-	0.5446	54.46%
P-glycoprotein substrate	-	0.7581	75.81%
CYP3A4 substrate	+	0.5364	53.64%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	+	0.6504	65.04%
CYP2C9 inhibition	-	0.7812	78.12%
CYP2C19 inhibition	-	0.6938	69.38%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	+	0.8489	84.89%
CYP2C8 inhibition	-	0.7225	72.25%
CYP inhibitory promiscuity	+	0.8045	80.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Danger	0.4422	44.22%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.8297	82.97%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8509	85.09%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	-	0.8230	82.30%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5249	52.49%
Acute Oral Toxicity (c)	III	0.5294	52.94%
Estrogen receptor binding	+	0.7252	72.52%
Androgen receptor binding	+	0.6961	69.61%
Thyroid receptor binding	+	0.6724	67.24%
Glucocorticoid receptor binding	+	0.7604	76.04%
Aromatase binding	+	0.8475	84.75%
PPAR gamma	+	0.7430	74.30%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7848	78.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.45%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.76%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.40%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.91%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.15%	94.00%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.13%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.52%	96.77%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.50%	93.10%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.07%	96.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.27%	99.15%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.04%	100.00%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 162886540
• LOTUS: LTS0198315
• wikiData: Q105006113