[(2S)-1-(4-methoxy-1-methyl-2-oxoquinolin-3-yl)-3-methylbut-3-en-2-yl] acetate

Details

• Internal ID: 1ae3dbd4-1fbb-473d-a2b9-3314d48e146f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: [(2S)-1-(4-methoxy-1-methyl-2-oxoquinolin-3-yl)-3-methylbut-3-en-2-yl] acetate
• SMILES (Canonical): CC(=C)C(CC1=C(C2=CC=CC=C2N(C1=O)C)OC)OC(=O)C
• SMILES (Isomeric): CC(=C)[C@H](CC1=C(C2=CC=CC=C2N(C1=O)C)OC)OC(=O)C
• InChI: InChI=1S/C18H21NO4/c1-11(2)16(23-12(3)20)10-14-17(22-5)13-8-6-7-9-15(13)19(4)18(14)21/h6-9,16H,1,10H2,2-5H3/t16-/m0/s1
• InChI Key: IMKUHLXTRHRPOE-INIZCTEOSA-N
• Popularity: 2 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): 55.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9519	95.19%
Caco-2	+	0.8668	86.68%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.3944	39.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4626	46.26%
P-glycoprotein inhibitior	-	0.5853	58.53%
P-glycoprotein substrate	-	0.7364	73.64%
CYP3A4 substrate	+	0.6244	62.44%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.8558	85.58%
CYP3A4 inhibition	+	0.5212	52.12%
CYP2C9 inhibition	-	0.7525	75.25%
CYP2C19 inhibition	+	0.5627	56.27%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.5102	51.02%
CYP2C8 inhibition	-	0.7549	75.49%
CYP inhibitory promiscuity	+	0.7027	70.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9226	92.26%
Carcinogenicity (trinary)	Non-required	0.4636	46.36%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.8288	82.88%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8040	80.40%
Micronuclear	+	0.6759	67.59%
Hepatotoxicity	+	0.5660	56.60%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7310	73.10%
Acute Oral Toxicity (c)	III	0.6154	61.54%
Estrogen receptor binding	-	0.5153	51.53%
Androgen receptor binding	-	0.5160	51.60%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	-	0.5862	58.62%
Aromatase binding	-	0.6108	61.08%
PPAR gamma	-	0.6765	67.65%
Honey bee toxicity	-	0.7489	74.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9646	96.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.71%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.34%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	88.37%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.03%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.75%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.19%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.07%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	81.18%	91.49%

Plants that contains it

• Skimmia laureola

Cross-Links

• PubChem: 10663149
• LOTUS: LTS0037963
• wikiData: Q104888996