N-[4-hydroxy-1-(3-phenylprop-2-enoylamino)butyl]-2-methylbut-2-enamide

Details

• Internal ID: e9789a09-928e-4421-b3b7-0e9266447d01
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acid amides
• IUPAC Name: N-[4-hydroxy-1-(3-phenylprop-2-enoylamino)butyl]-2-methylbut-2-enamide
• SMILES (Canonical): CC=C(C)C(=O)NC(CCCO)NC(=O)C=CC1=CC=CC=C1
• SMILES (Isomeric): CC=C(C)C(=O)NC(CCCO)NC(=O)C=CC1=CC=CC=C1
• InChI: InChI=1S/C18H24N2O3/c1-3-14(2)18(23)20-16(10-7-13-21)19-17(22)12-11-15-8-5-4-6-9-15/h3-6,8-9,11-12,16,21H,7,10,13H2,1-2H3,(H,19,22)(H,20,23)
• InChI Key: JMDVMZLAYKHRCD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄N₂O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.17869263 g/mol
• Topological Polar Surface Area (TPSA): 78.40 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.4932	49.32%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8388	83.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8785	87.85%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7781	77.81%
P-glycoprotein inhibitior	-	0.7967	79.67%
P-glycoprotein substrate	-	0.5739	57.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.5459	54.59%
CYP2C9 inhibition	-	0.7332	73.32%
CYP2C19 inhibition	-	0.7760	77.60%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.8008	80.08%
CYP2C8 inhibition	-	0.7070	70.70%
CYP inhibitory promiscuity	-	0.9023	90.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7080	70.80%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9917	99.17%
Skin irritation	-	0.8335	83.35%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9063	90.63%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6340	63.40%
skin sensitisation	-	0.8679	86.79%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5749	57.49%
Acute Oral Toxicity (c)	III	0.6838	68.38%
Estrogen receptor binding	+	0.5774	57.74%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	-	0.4915	49.15%
Glucocorticoid receptor binding	-	0.5777	57.77%
Aromatase binding	+	0.6437	64.37%
PPAR gamma	+	0.5214	52.14%
Honey bee toxicity	-	0.9378	93.78%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.6380	63.80%

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	96.00%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.21%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.11%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.60%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.77%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.36%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.57%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	87.48%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.90%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.64%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.60%	100.00%
CHEMBL5028	O14672	ADAM10	81.43%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.63%	100.00%

Plants that contains it

• Aglaia rimosa

Cross-Links

• PubChem: 85146039
• LOTUS: LTS0140142
• wikiData: Q105131299