[(5S)-5-[(2R)-2-methoxy-5-oxopyrrolidin-1-yl]-2,5-dihydrofuran-3-yl]methyl 1H-pyrrole-2-carboxylate

Details

• Internal ID: 76b9c9e0-6617-4d36-bdf3-8eeaefce73df
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Pyrrole carboxylic acids and derivatives
• IUPAC Name: [(5S)-5-[(2R)-2-methoxy-5-oxopyrrolidin-1-yl]-2,5-dihydrofuran-3-yl]methyl 1H-pyrrole-2-carboxylate
• SMILES (Canonical): COC1CCC(=O)N1C2C=C(CO2)COC(=O)C3=CC=CN3
• SMILES (Isomeric): CO[C@@H]1CCC(=O)N1[C@@H]2C=C(CO2)COC(=O)C3=CC=CN3
• InChI: InChI=1S/C15H18N2O5/c1-20-13-5-4-12(18)17(13)14-7-10(8-21-14)9-22-15(19)11-3-2-6-16-11/h2-3,6-7,13-14,16H,4-5,8-9H2,1H3/t13-,14+/m1/s1
• InChI Key: BPMLAWBYBLOCCU-KGLIPLIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈N₂O₅
• Molecular Weight: 306.31 g/mol
• Exact Mass: 306.12157168 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8742	87.42%
Caco-2	-	0.5656	56.56%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4790	47.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7108	71.08%
BSEP inhibitior	+	0.8181	81.81%
P-glycoprotein inhibitior	-	0.7204	72.04%
P-glycoprotein substrate	-	0.6408	64.08%
CYP3A4 substrate	+	0.6490	64.90%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.7924	79.24%
CYP2C9 inhibition	-	0.5439	54.39%
CYP2C19 inhibition	-	0.5905	59.05%
CYP2D6 inhibition	-	0.8939	89.39%
CYP1A2 inhibition	-	0.6581	65.81%
CYP2C8 inhibition	+	0.4705	47.05%
CYP inhibitory promiscuity	-	0.7563	75.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5673	56.73%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7850	78.50%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5387	53.87%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5819	58.19%
skin sensitisation	-	0.8675	86.75%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7533	75.33%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	-	0.5566	55.66%
Androgen receptor binding	-	0.6089	60.89%
Thyroid receptor binding	-	0.5744	57.44%
Glucocorticoid receptor binding	-	0.4851	48.51%
Aromatase binding	-	0.5502	55.02%
PPAR gamma	+	0.5315	53.15%
Honey bee toxicity	-	0.9011	90.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7191	71.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.69%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.43%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.44%	91.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.12%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.68%	94.00%
CHEMBL4072	P07858	Cathepsin B	83.06%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.39%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.06%	86.33%

Plants that contains it

• Brachystemma calycinum

Cross-Links

• PubChem: 636754
• LOTUS: LTS0102498
• wikiData: Q104943112