methyl 3,5-dimethoxy-2-[4-oxo-6-[(E)-prop-1-enyl]-1H-pyridine-3-carbonyl]benzoate

Details

• Internal ID: 5ec0e467-25ff-41cf-a0d5-99b78c84f4a9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Aryl-phenylketones
• IUPAC Name: methyl 3,5-dimethoxy-2-[4-oxo-6-[(E)-prop-1-enyl]-1H-pyridine-3-carbonyl]benzoate
• SMILES (Canonical): CC=CC1=CC(=O)C(=CN1)C(=O)C2=C(C=C(C=C2OC)OC)C(=O)OC
• SMILES (Isomeric): C/C=C/C1=CC(=O)C(=CN1)C(=O)C2=C(C=C(C=C2OC)OC)C(=O)OC
• InChI: InChI=1S/C19H19NO6/c1-5-6-11-7-15(21)14(10-20-11)18(22)17-13(19(23)26-4)8-12(24-2)9-16(17)25-3/h5-10H,1-4H3,(H,20,21)/b6-5+
• InChI Key: VPAOKPNCSUMTKK-AATRIKPKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₉NO₆
• Molecular Weight: 357.40 g/mol
• Exact Mass: 357.12123733 g/mol
• Topological Polar Surface Area (TPSA): 90.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.8316	83.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7007	70.07%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7704	77.04%
P-glycoprotein inhibitior	+	0.7932	79.32%
P-glycoprotein substrate	-	0.6659	66.59%
CYP3A4 substrate	+	0.5468	54.68%
CYP2C9 substrate	-	0.7835	78.35%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	+	0.5125	51.25%
CYP2C9 inhibition	-	0.8882	88.82%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.8469	84.69%
CYP1A2 inhibition	-	0.5418	54.18%
CYP2C8 inhibition	+	0.5942	59.42%
CYP inhibitory promiscuity	+	0.6027	60.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8826	88.26%
Carcinogenicity (trinary)	Non-required	0.4418	44.18%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.8045	80.45%
Skin irritation	-	0.8880	88.80%
Skin corrosion	-	0.9790	97.90%
Ames mutagenesis	-	0.6078	60.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6758	67.58%
Micronuclear	+	0.6933	69.33%
Hepatotoxicity	+	0.5742	57.42%
skin sensitisation	-	0.9612	96.12%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5312	53.12%
Acute Oral Toxicity (c)	III	0.5782	57.82%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.5651	56.51%
Thyroid receptor binding	+	0.6341	63.41%
Glucocorticoid receptor binding	+	0.7981	79.81%
Aromatase binding	-	0.5972	59.72%
PPAR gamma	+	0.7247	72.47%
Honey bee toxicity	-	0.8645	86.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9094	90.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.55%	96.09%
CHEMBL2535	P11166	Glucose transporter	93.75%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.08%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.06%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.73%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.81%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.19%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.98%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.69%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.08%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.33%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.84%	81.11%
CHEMBL2581	P07339	Cathepsin D	81.85%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.66%	93.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.76%	93.99%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.43%	95.56%

Plants that contains it

• Abutilon grandiflorum
• Aniba parviflora
• Cajanus cajan
• Euphorbia kopetdaghi
• Ipomoea muelleri
• Liabum bourgeaui
• Pluchea sericea
• Prunus japonica
• Quercus variabilis
• Reissantia indica
• Sanguisorba minor
• Sinocrassula indica
• Thapsia transtagana
• Thryptomene kochii
• Toxicopueraria peduncularis
• Uncaria lancifolia
• Valeriana cardamines
• Viburnum rhytidophyllum

Cross-Links

• PubChem: 24761002
• NPASS: NPC99051
• LOTUS: LTS0108974
• wikiData: Q105290601