(2S)-2,6-dimethyl-2-(4-methyl-3-oxopentyl)pyrano[3,2-c]quinolin-5-one

Details

• Internal ID: b4a04638-0a86-494b-bc1d-b337183eb16c
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: (2S)-2,6-dimethyl-2-(4-methyl-3-oxopentyl)pyrano[3,2-c]quinolin-5-one
• SMILES (Canonical): CC(C)C(=O)CCC1(C=CC2=C(O1)C3=CC=CC=C3N(C2=O)C)C
• SMILES (Isomeric): CC(C)C(=O)CC[C@]1(C=CC2=C(O1)C3=CC=CC=C3N(C2=O)C)C
• InChI: InChI=1S/C20H23NO3/c1-13(2)17(22)10-12-20(3)11-9-15-18(24-20)14-7-5-6-8-16(14)21(4)19(15)23/h5-9,11,13H,10,12H2,1-4H3/t20-/m1/s1
• InChI Key: NYATVLNHGXEKDI-HXUWFJFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.40 g/mol
• Exact Mass: 325.16779360 g/mol
• Topological Polar Surface Area (TPSA): 46.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 4
• 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	+	0.9694	96.94%
Caco-2	+	0.8409	84.09%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5876	58.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8620	86.20%
P-glycoprotein inhibitior	-	0.5966	59.66%
P-glycoprotein substrate	-	0.6725	67.25%
CYP3A4 substrate	+	0.6448	64.48%
CYP2C9 substrate	-	0.5924	59.24%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.7096	70.96%
CYP2C9 inhibition	-	0.7328	73.28%
CYP2C19 inhibition	-	0.5704	57.04%
CYP2D6 inhibition	-	0.8760	87.60%
CYP1A2 inhibition	+	0.7533	75.33%
CYP2C8 inhibition	-	0.7941	79.41%
CYP inhibitory promiscuity	-	0.6961	69.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4840	48.40%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9522	95.22%
Skin irritation	-	0.8132	81.32%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7977	79.77%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5948	59.48%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7870	78.70%
Acute Oral Toxicity (c)	III	0.6990	69.90%
Estrogen receptor binding	+	0.7536	75.36%
Androgen receptor binding	+	0.5603	56.03%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.5681	56.81%
Aromatase binding	+	0.5424	54.24%
PPAR gamma	+	0.6564	65.64%
Honey bee toxicity	-	0.8815	88.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8670	86.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.64%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.89%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.60%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	91.92%	98.59%
CHEMBL3401	O75469	Pregnane X receptor	89.42%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.83%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	82.75%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	81.75%	89.63%
CHEMBL4208	P20618	Proteasome component C5	81.69%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%

Plants that contains it

• Zanthoxylum simulans

Cross-Links

• PubChem: 163065193
• LOTUS: LTS0063624
• wikiData: Q105187421