methyl 2-[(1S)-1,2-dimethoxy-2-oxoethyl]-1-methyl-4-oxoquinoline-3-carboxylate

Details

• Internal ID: 054a82db-fa36-4aab-bfd8-bb41175c291d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: methyl 2-[(1S)-1,2-dimethoxy-2-oxoethyl]-1-methyl-4-oxoquinoline-3-carboxylate
• SMILES (Canonical): CN1C2=CC=CC=C2C(=O)C(=C1C(C(=O)OC)OC)C(=O)OC
• SMILES (Isomeric): CN1C2=CC=CC=C2C(=O)C(=C1[C@@H](C(=O)OC)OC)C(=O)OC
• InChI: InChI=1S/C16H17NO6/c1-17-10-8-6-5-7-9(10)13(18)11(15(19)22-3)12(17)14(21-2)16(20)23-4/h5-8,14H,1-4H3/t14-/m0/s1
• InChI Key: DOCMSFVZGDFQKA-AWEZNQCLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₆
• Molecular Weight: 319.31 g/mol
• Exact Mass: 319.10558726 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 7
• 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	+	0.8254	82.54%
Caco-2	+	0.8657	86.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.3984	39.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9283	92.83%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5754	57.54%
P-glycoprotein inhibitior	-	0.4443	44.43%
P-glycoprotein substrate	-	0.6195	61.95%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.9043	90.43%
CYP3A4 inhibition	-	0.7011	70.11%
CYP2C9 inhibition	-	0.9465	94.65%
CYP2C19 inhibition	-	0.8389	83.89%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	+	0.6761	67.61%
CYP2C8 inhibition	-	0.8096	80.96%
CYP inhibitory promiscuity	-	0.6335	63.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4243	42.43%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.7899	78.99%
Skin irritation	-	0.8555	85.55%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4159	41.59%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.9457	94.57%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6326	63.26%
Acute Oral Toxicity (c)	III	0.6842	68.42%
Estrogen receptor binding	+	0.6911	69.11%
Androgen receptor binding	+	0.7551	75.51%
Thyroid receptor binding	-	0.5484	54.84%
Glucocorticoid receptor binding	-	0.5097	50.97%
Aromatase binding	-	0.5729	57.29%
PPAR gamma	-	0.6571	65.71%
Honey bee toxicity	-	0.9341	93.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.7417	74.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	89.73%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.16%	93.65%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	88.81%	92.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.01%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.21%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.99%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.31%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.11%	98.75%

Plants that contains it

• Sarcomelicope megistophylla

Cross-Links

• PubChem: 163025352
• LOTUS: LTS0274629
• wikiData: Q104985915