Atanine

Details

• Internal ID: ea8ec3cb-c61a-4f96-8f51-fe3dae18db4c
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4-methoxy-3-(3-methylbut-2-enyl)-1H-quinolin-2-one
• SMILES (Canonical): CC(=CCC1=C(C2=CC=CC=C2NC1=O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C2=CC=CC=C2NC1=O)OC)C
• InChI: InChI=1S/C15H17NO2/c1-10(2)8-9-12-14(18-3)11-6-4-5-7-13(11)16-15(12)17/h4-8H,9H2,1-3H3,(H,16,17)
• InChI Key: SPIWINZXMDJUPE-UHFFFAOYSA-N
• Popularity: 217 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₇NO₂
• Molecular Weight: 243.30 g/mol
• Exact Mass: 243.125928785 g/mol
• Topological Polar Surface Area (TPSA): 38.30 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 7282-19-1
• 4-methoxy-3-(3-methylbut-2-enyl)-1H-quinolin-2-one
• SCHEMBL3486201
• HY-N10769
• CS-0636008

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8219	82.19%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6800	68.00%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5068	50.68%
P-glycoprotein inhibitior	-	0.9034	90.34%
P-glycoprotein substrate	-	0.9139	91.39%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.7790	77.90%
CYP2D6 substrate	-	0.8344	83.44%
CYP3A4 inhibition	-	0.6064	60.64%
CYP2C9 inhibition	-	0.5436	54.36%
CYP2C19 inhibition	+	0.7610	76.10%
CYP2D6 inhibition	-	0.8312	83.12%
CYP1A2 inhibition	+	0.8806	88.06%
CYP2C8 inhibition	-	0.8386	83.86%
CYP inhibitory promiscuity	+	0.8528	85.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6427	64.27%
Eye corrosion	-	0.9905	99.05%
Eye irritation	+	0.8099	80.99%
Skin irritation	-	0.8455	84.55%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4216	42.16%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.8496	84.96%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6190	61.90%
Acute Oral Toxicity (c)	III	0.6360	63.60%
Estrogen receptor binding	+	0.8292	82.92%
Androgen receptor binding	+	0.5648	56.48%
Thyroid receptor binding	+	0.6493	64.93%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.5612	56.12%
PPAR gamma	+	0.8078	80.78%
Honey bee toxicity	-	0.8950	89.50%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8895	88.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.73%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.68%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.02%	85.14%
CHEMBL2535	P11166	Glucose transporter	90.08%	98.75%
CHEMBL2581	P07339	Cathepsin D	89.13%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.76%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	86.27%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	86.03%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.55%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.44%	96.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.33%	91.71%

Plants that contains it

• Ravenia spectabilis
• Tetradium ruticarpum
• Zanthoxylum integrifoliolum
• Zanthoxylum wutaiense
• Zanthoxylum zanthoxyloides

Cross-Links

• PubChem: 10014667
• NPASS: NPC184164
• LOTUS: LTS0220455
• wikiData: Q104401467