(2E)-2-[(5E)-5-[2-(2-hydroxyethylamino)-2-oxo-1-phenylethylidene]-1,3-dioxolan-4-ylidene]-2-phenylacetic acid

Details

• Internal ID: b832dba2-5aea-4e30-8e45-94203d6e4723
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylacetamides
• IUPAC Name: (2E)-2-[(5E)-5-[2-(2-hydroxyethylamino)-2-oxo-1-phenylethylidene]-1,3-dioxolan-4-ylidene]-2-phenylacetic acid
• InChI: InChI=1S/C21H19NO6/c23-12-11-22-20(24)16(14-7-3-1-4-8-14)18-19(28-13-27-18)17(21(25)26)15-9-5-2-6-10-15/h1-10,23H,11-13H2,(H,22,24)(H,25,26)/b18-16+,19-17+
• InChI Key: QJWXHSZIFLBCKC-YWNVXTCZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₉NO₆
• Molecular Weight: 381.40 g/mol
• Exact Mass: 381.12123733 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• (2E)-2-[(5E)-5-[2-(2-hydroxyethylamino)-2-oxo-1-phenylethylidene]-1,3-dioxolan-4-ylidene]-2-phenylacetic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8140	81.40%
Caco-2	-	0.7428	74.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7422	74.22%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.9295	92.95%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8601	86.01%
P-glycoprotein inhibitior	-	0.5120	51.20%
P-glycoprotein substrate	-	0.8022	80.22%
CYP3A4 substrate	-	0.6532	65.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.7730	77.30%
CYP2C9 inhibition	-	0.8095	80.95%
CYP2C19 inhibition	-	0.7697	76.97%
CYP2D6 inhibition	-	0.8582	85.82%
CYP1A2 inhibition	-	0.8047	80.47%
CYP2C8 inhibition	-	0.6857	68.57%
CYP inhibitory promiscuity	-	0.8010	80.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6124	61.24%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.7452	74.52%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5866	58.66%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6284	62.84%
skin sensitisation	-	0.8649	86.49%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5069	50.69%
Acute Oral Toxicity (c)	III	0.6231	62.31%
Estrogen receptor binding	+	0.5951	59.51%
Androgen receptor binding	+	0.7447	74.47%
Thyroid receptor binding	-	0.5670	56.70%
Glucocorticoid receptor binding	-	0.5781	57.81%
Aromatase binding	+	0.6157	61.57%
PPAR gamma	+	0.7583	75.83%
Honey bee toxicity	-	0.9789	97.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.4891	48.91%

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	94.73%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.40%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.86%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.20%	90.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.00%	87.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.39%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.76%	86.33%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	82.73%	81.29%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21680752
• LOTUS: LTS0037459
• wikiData: Q105222953