2-(1,2-Dihydroxypropan-2-yl)-9-methyl-2,3-dihydrofuro[2,3-b]quinolin-4-one

Details

• Internal ID: 6965365f-d6c6-4745-8058-d534d49c48d1
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Dihydrofuranoquinolines
• IUPAC Name: 2-(1,2-dihydroxypropan-2-yl)-9-methyl-2,3-dihydrofuro[2,3-b]quinolin-4-one
• SMILES (Canonical): CC(CO)(C1CC2=C(O1)N(C3=CC=CC=C3C2=O)C)O
• SMILES (Isomeric): CC(CO)(C1CC2=C(O1)N(C3=CC=CC=C3C2=O)C)O
• InChI: InChI=1S/C15H17NO4/c1-15(19,8-17)12-7-10-13(18)9-5-3-4-6-11(9)16(2)14(10)20-12/h3-6,12,17,19H,7-8H2,1-2H3
• InChI Key: FKPYMOUOELMBKI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.30 g/mol
• Exact Mass: 275.11575802 g/mol
• Topological Polar Surface Area (TPSA): 70.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8543	85.43%
Caco-2	+	0.5840	58.40%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4432	44.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9323	93.23%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7256	72.56%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.6411	64.11%
CYP3A4 substrate	+	0.5926	59.26%
CYP2C9 substrate	-	0.6148	61.48%
CYP2D6 substrate	-	0.8141	81.41%
CYP3A4 inhibition	-	0.9116	91.16%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.8676	86.76%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	+	0.5844	58.44%
CYP2C8 inhibition	-	0.9060	90.60%
CYP inhibitory promiscuity	-	0.9109	91.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5152	51.52%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9281	92.81%
Skin irritation	-	0.7973	79.73%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5535	55.35%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8603	86.03%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7849	78.49%
Acute Oral Toxicity (c)	III	0.5825	58.25%
Estrogen receptor binding	+	0.7911	79.11%
Androgen receptor binding	+	0.5535	55.35%
Thyroid receptor binding	+	0.5402	54.02%
Glucocorticoid receptor binding	-	0.5870	58.70%
Aromatase binding	-	0.4870	48.70%
PPAR gamma	+	0.6654	66.54%
Honey bee toxicity	-	0.9436	94.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.6791	67.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.43%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.02%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.08%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.52%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.37%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.25%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.85%	90.08%
CHEMBL3384	Q16512	Protein kinase N1	83.21%	80.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.19%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.52%	93.65%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	80.39%	100.00%

Plants that contains it

• Haplophyllum griffithianum

Cross-Links

• PubChem: 4835779
• LOTUS: LTS0200181
• wikiData: Q104996737