Methyl 4-[(3-hydroxy-1-phenylprop-1-en-2-yl)amino]-4-oxobut-2-enoate

Details

• Internal ID: a1856342-fb69-4f0b-b25a-280f8c78926b
• Taxonomy: Phenylpropanoids and polyketides > Cinnamyl alcohols
• IUPAC Name: methyl 4-[(3-hydroxy-1-phenylprop-1-en-2-yl)amino]-4-oxobut-2-enoate
• InChI: InChI=1S/C14H15NO4/c1-19-14(18)8-7-13(17)15-12(10-16)9-11-5-3-2-4-6-11/h2-9,16H,10H2,1H3,(H,15,17)
• InChI Key: HHNMWAFTDSRKBX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₅NO₄
• Molecular Weight: 261.27 g/mol
• Exact Mass: 261.10010796 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9413	94.13%
Caco-2	+	0.8177	81.77%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7445	74.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5550	55.50%
P-glycoprotein inhibitior	-	0.9494	94.94%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	-	0.5763	57.63%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8491	84.91%
CYP3A4 inhibition	-	0.7531	75.31%
CYP2C9 inhibition	-	0.5303	53.03%
CYP2C19 inhibition	-	0.7930	79.30%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	-	0.8515	85.15%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7320	73.20%
Carcinogenicity (trinary)	Non-required	0.7464	74.64%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.6353	63.53%
Skin irritation	-	0.8244	82.44%
Skin corrosion	-	0.9687	96.87%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3603	36.03%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5600	56.00%
Acute Oral Toxicity (c)	III	0.7189	71.89%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	+	0.8760	87.60%
Thyroid receptor binding	-	0.7709	77.09%
Glucocorticoid receptor binding	+	0.5849	58.49%
Aromatase binding	+	0.7220	72.20%
PPAR gamma	-	0.4934	49.34%
Honey bee toxicity	-	0.9615	96.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.6485	64.85%

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	95.14%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.01%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	92.94%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.89%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.60%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.91%	95.50%
CHEMBL5028	O14672	ADAM10	81.83%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.13%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162877321
• LOTUS: LTS0249081
• wikiData: Q104167866