4,7,8-trimethoxy-3-[(E)-3-methylbut-1-enyl]-1H-quinolin-2-one

Details

• Internal ID: f6a1292e-1fa7-4996-b442-71dbe7ff861e
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: 4,7,8-trimethoxy-3-[(E)-3-methylbut-1-enyl]-1H-quinolin-2-one
• SMILES (Canonical): CC(C)C=CC1=C(C2=C(C(=C(C=C2)OC)OC)NC1=O)OC
• SMILES (Isomeric): CC(C)/C=C/C1=C(C2=C(C(=C(C=C2)OC)OC)NC1=O)OC
• InChI: InChI=1S/C17H21NO4/c1-10(2)6-7-12-15(21-4)11-8-9-13(20-3)16(22-5)14(11)18-17(12)19/h6-10H,1-5H3,(H,18,19)/b7-6+
• InChI Key: AUSFEFKKBMKUEI-VOTSOKGWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.35 g/mol
• Exact Mass: 303.14705815 g/mol
• Topological Polar Surface Area (TPSA): 56.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.8181	81.81%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6489	64.89%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5956	59.56%
P-glycoprotein inhibitior	-	0.6873	68.73%
P-glycoprotein substrate	-	0.7985	79.85%
CYP3A4 substrate	-	0.5450	54.50%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	+	0.6089	60.89%
CYP2C9 inhibition	-	0.8240	82.40%
CYP2C19 inhibition	-	0.6204	62.04%
CYP2D6 inhibition	-	0.9340	93.40%
CYP1A2 inhibition	+	0.8836	88.36%
CYP2C8 inhibition	-	0.8181	81.81%
CYP inhibitory promiscuity	+	0.6792	67.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5760	57.60%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.6769	67.69%
Skin irritation	-	0.8775	87.75%
Skin corrosion	-	0.9744	97.44%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6714	67.14%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6576	65.76%
skin sensitisation	-	0.9281	92.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6173	61.73%
Acute Oral Toxicity (c)	III	0.5198	51.98%
Estrogen receptor binding	+	0.8476	84.76%
Androgen receptor binding	+	0.6177	61.77%
Thyroid receptor binding	+	0.7810	78.10%
Glucocorticoid receptor binding	+	0.8110	81.10%
Aromatase binding	+	0.8164	81.64%
PPAR gamma	+	0.6771	67.71%
Honey bee toxicity	-	0.8148	81.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7160	71.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.23%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.99%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	94.47%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.04%	96.00%
CHEMBL2535	P11166	Glucose transporter	90.98%	98.75%
CHEMBL2581	P07339	Cathepsin D	89.78%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	86.64%	98.59%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.05%	94.80%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.02%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	84.98%	90.20%
CHEMBL4302	P08183	P-glycoprotein 1	84.43%	92.98%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.07%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.89%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.89%	96.09%

Plants that contains it

• Ageratina saltillensis
• Dictamnus dasycarpus
• Esenbeckia hartmanii
• Grewia villosa
• Salta triflora
• Salvia polystachya
• Trifolium montanum

Cross-Links

• PubChem: 6325017
• NPASS: NPC205924