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

Details

• Internal ID: 7b603b51-31f8-4fef-9bf3-a8fd27d4c901
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Pyrrole carboxylic acids and derivatives
• IUPAC Name: [(2R)-2-[(3R,5R)-3-hydroxy-5-methoxy-2-oxopyrrolidin-1-yl]-2,5-dihydrofuran-3-yl]methyl 1H-pyrrole-2-carboxylate
• SMILES (Canonical): COC1CC(C(=O)N1C2C(=CCO2)COC(=O)C3=CC=CN3)O
• SMILES (Isomeric): CO[C@@H]1C[C@H](C(=O)N1[C@H]2C(=CCO2)COC(=O)C3=CC=CN3)O
• InChI: InChI=1S/C15H18N2O6/c1-21-12-7-11(18)13(19)17(12)14-9(4-6-22-14)8-23-15(20)10-3-2-5-16-10/h2-5,11-12,14,16,18H,6-8H2,1H3/t11-,12-,14-/m1/s1
• InChI Key: XXNXFWDNPYKFDJ-YRGRVCCFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈N₂O₆
• Molecular Weight: 322.31 g/mol
• Exact Mass: 322.11648630 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7967	79.67%
Caco-2	-	0.5939	59.39%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5189	51.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7619	76.19%
P-glycoprotein inhibitior	-	0.6665	66.65%
P-glycoprotein substrate	-	0.6390	63.90%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8447	84.47%
CYP3A4 inhibition	-	0.9662	96.62%
CYP2C9 inhibition	-	0.8072	80.72%
CYP2C19 inhibition	-	0.7835	78.35%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	-	0.8806	88.06%
CYP2C8 inhibition	-	0.5608	56.08%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5202	52.02%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9637	96.37%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5091	50.91%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6056	60.56%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5960	59.60%
Acute Oral Toxicity (c)	III	0.5907	59.07%
Estrogen receptor binding	-	0.4937	49.37%
Androgen receptor binding	-	0.5254	52.54%
Thyroid receptor binding	-	0.6967	69.67%
Glucocorticoid receptor binding	-	0.5642	56.42%
Aromatase binding	-	0.6032	60.32%
PPAR gamma	-	0.6320	63.20%
Honey bee toxicity	-	0.8486	84.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7608	76.08%

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	99.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.39%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.09%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.01%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.99%	97.28%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.82%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.60%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.51%	97.25%

Plants that contains it

• Brachystemma calycinum

Cross-Links

• PubChem: 163195669
• LOTUS: LTS0259390
• wikiData: Q105344122