methyl 2-[(3S)-3-hydroxy-1-methyl-2,4-dioxoquinolin-3-yl]acetate

Details

• Internal ID: 1194473a-4cd3-434f-8004-c39bc7d8c2fd
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Hydroxyquinolines
• IUPAC Name: methyl 2-[(3S)-3-hydroxy-1-methyl-2,4-dioxoquinolin-3-yl]acetate
• InChI: InChI=1S/C13H13NO5/c1-14-9-6-4-3-5-8(9)11(16)13(18,12(14)17)7-10(15)19-2/h3-6,18H,7H2,1-2H3/t13-/m0/s1
• InChI Key: ABIDSZOWCZDBQG-ZDUSSCGKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₅
• Molecular Weight: 263.25 g/mol
• Exact Mass: 263.07937252 g/mol
• Topological Polar Surface Area (TPSA): 83.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.14
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7471	74.71%
Caco-2	+	0.8663	86.63%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4416	44.16%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7488	74.88%
P-glycoprotein inhibitior	-	0.9459	94.59%
P-glycoprotein substrate	-	0.7739	77.39%
CYP3A4 substrate	+	0.5309	53.09%
CYP2C9 substrate	-	0.6087	60.87%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.6602	66.02%
CYP2C9 inhibition	-	0.7639	76.39%
CYP2C19 inhibition	-	0.7851	78.51%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.6087	60.87%
CYP2C8 inhibition	-	0.9079	90.79%
CYP inhibitory promiscuity	-	0.8128	81.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8841	88.41%
Skin irritation	-	0.8055	80.55%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5914	59.14%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6613	66.13%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6128	61.28%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.5725	57.25%
Androgen receptor binding	-	0.5102	51.02%
Thyroid receptor binding	-	0.5470	54.70%
Glucocorticoid receptor binding	+	0.6644	66.44%
Aromatase binding	+	0.5275	52.75%
PPAR gamma	+	0.5698	56.98%
Honey bee toxicity	-	0.9389	93.89%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.12%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.75%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.29%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.02%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	85.48%	83.82%
CHEMBL2535	P11166	Glucose transporter	84.45%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	83.25%	90.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.00%	92.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162881335
• LOTUS: LTS0022799
• wikiData: Q104908624