N-(4-amino-2,3-dihydroxybutyl)-3-(4-hydroxyphenyl)prop-2-enamide

Details

• Internal ID: dc2cd62a-483b-4bbd-a9ee-cbc98d2e17bc
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: N-(4-amino-2,3-dihydroxybutyl)-3-(4-hydroxyphenyl)prop-2-enamide
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)NCC(C(CN)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C=CC(=O)NCC(C(CN)O)O)O
• InChI: InChI=1S/C13H18N2O4/c14-7-11(17)12(18)8-15-13(19)6-3-9-1-4-10(16)5-2-9/h1-6,11-12,16-18H,7-8,14H2,(H,15,19)
• InChI Key: LXMCDWFRMKYSHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₂O₄
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.12665706 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8123	81.23%
Caco-2	-	0.6411	64.11%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6320	63.20%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9408	94.08%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.8921	89.21%
P-glycoprotein inhibitior	-	0.9782	97.82%
P-glycoprotein substrate	-	0.7729	77.29%
CYP3A4 substrate	-	0.6172	61.72%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.7841	78.41%
CYP3A4 inhibition	-	0.9256	92.56%
CYP2C9 inhibition	-	0.9448	94.48%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.8971	89.71%
CYP1A2 inhibition	-	0.8994	89.94%
CYP2C8 inhibition	-	0.6995	69.95%
CYP inhibitory promiscuity	-	0.9462	94.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6531	65.31%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9272	92.72%
Skin irritation	-	0.7486	74.86%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5900	59.00%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8195	81.95%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8484	84.84%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8104	81.04%
Acute Oral Toxicity (c)	III	0.7574	75.74%
Estrogen receptor binding	-	0.4908	49.08%
Androgen receptor binding	+	0.6542	65.42%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6111	61.11%
Aromatase binding	-	0.5283	52.83%
PPAR gamma	+	0.5386	53.86%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.7594	75.94%

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	96.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.21%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.95%	83.10%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.25%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.23%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.65%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.04%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.55%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.43%	94.73%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	81.50%	89.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.27%	90.71%

Plants that contains it

• Ipomoea nil

Cross-Links

• PubChem: 75281870
• LOTUS: LTS0051932
• wikiData: Q105158933