Divaricataester A

Details

• Internal ID: ac4df0c3-8da4-4a95-a7aa-0679ea9775cc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters
• IUPAC Name: ethyl 1-[2-(furan-2-yl)-2-oxoethyl]-5-oxopyrrolidine-2-carboxylate
• SMILES (Canonical): CCOC(=O)C1CCC(=O)N1CC(=O)C2=CC=CO2
• SMILES (Isomeric): CCOC(=O)C1CCC(=O)N1CC(=O)C2=CC=CO2
• InChI: InChI=1S/C13H15NO5/c1-2-18-13(17)9-5-6-12(16)14(9)8-10(15)11-4-3-7-19-11/h3-4,7,9H,2,5-6,8H2,1H3
• InChI Key: SWUUZROJPBYPLJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅NO₅
• Molecular Weight: 265.26 g/mol
• Exact Mass: 265.09502258 g/mol
• Topological Polar Surface Area (TPSA): 76.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• Proline, 1-(2-(2-furanyl)-2-oxoethyl)-5-oxo-, ethyl ester
• 1049708-12-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9406	94.06%
Caco-2	+	0.7168	71.68%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6596	65.96%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8116	81.16%
P-glycoprotein inhibitior	-	0.9281	92.81%
P-glycoprotein substrate	-	0.8916	89.16%
CYP3A4 substrate	+	0.6247	62.47%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8594	85.94%
CYP3A4 inhibition	-	0.9346	93.46%
CYP2C9 inhibition	-	0.6313	63.13%
CYP2C19 inhibition	+	0.6117	61.17%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.6725	67.25%
CYP2C8 inhibition	-	0.7711	77.11%
CYP inhibitory promiscuity	-	0.6685	66.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5381	53.81%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.8508	85.08%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4603	46.03%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6998	69.98%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6731	67.31%
Acute Oral Toxicity (c)	III	0.6732	67.32%
Estrogen receptor binding	-	0.6086	60.86%
Androgen receptor binding	-	0.5904	59.04%
Thyroid receptor binding	-	0.8001	80.01%
Glucocorticoid receptor binding	-	0.5802	58.02%
Aromatase binding	-	0.6390	63.90%
PPAR gamma	-	0.6692	66.92%
Honey bee toxicity	-	0.9250	92.50%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4808	48.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.43%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.49%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	86.04%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.91%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.36%	99.17%
CHEMBL3891	P07384	Calpain 1	82.70%	93.04%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.55%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.93%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.27%	89.00%

Plants that contains it

• Morus alba
• Saposhnikovia divaricata

Cross-Links

• PubChem: 101866713
• NPASS: NPC249297