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

Details

• Internal ID: b4f1e52a-e7fe-42aa-9981-e933a0b37874
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: (2E)-2-[(5E)-5-[2-(carboxymethylamino)-2-oxo-1-phenylethylidene]-1,3-dioxolan-4-ylidene]-2-phenylacetic acid
• InChI: InChI=1S/C21H17NO7/c23-15(24)11-22-20(25)16(13-7-3-1-4-8-13)18-19(29-12-28-18)17(21(26)27)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,22,25)(H,23,24)(H,26,27)/b18-16+,19-17+
• InChI Key: QUIONHAMCPPZRR-YWNVXTCZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₇NO₇
• Molecular Weight: 395.40 g/mol
• Exact Mass: 395.10050188 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7879	78.79%
Caco-2	-	0.8195	81.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7127	71.27%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.9513	95.13%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7150	71.50%
P-glycoprotein inhibitior	-	0.6468	64.68%
P-glycoprotein substrate	-	0.9187	91.87%
CYP3A4 substrate	-	0.6702	67.02%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.7348	73.48%
CYP2C9 inhibition	-	0.7702	77.02%
CYP2C19 inhibition	-	0.7670	76.70%
CYP2D6 inhibition	-	0.8575	85.75%
CYP1A2 inhibition	-	0.7934	79.34%
CYP2C8 inhibition	-	0.6808	68.08%
CYP inhibitory promiscuity	-	0.7204	72.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6184	61.84%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.7964	79.64%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6178	61.78%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7275	72.75%
Acute Oral Toxicity (c)	III	0.6042	60.42%
Estrogen receptor binding	-	0.5416	54.16%
Androgen receptor binding	+	0.7241	72.41%
Thyroid receptor binding	-	0.6613	66.13%
Glucocorticoid receptor binding	-	0.5068	50.68%
Aromatase binding	+	0.5637	56.37%
PPAR gamma	+	0.6827	68.27%
Honey bee toxicity	-	0.9799	97.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6761	67.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.08%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.48%	90.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.53%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	82.78%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.57%	99.17%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	81.85%	81.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.32%	86.33%
CHEMBL1938211	O15054	Lysine-specific demethylase 6B	80.60%	83.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21680751
• LOTUS: LTS0032569
• wikiData: Q105228205