(3S,5E)-3-hydroxy-3-(hydroxymethyl)-5-[2-(3-methoxy-5-oxo-2H-pyrrol-1-yl)-2-oxoethylidene]-1-methylpyrrolidin-2-one

Details

• Internal ID: 1fcd9d09-8747-4501-818f-234ddff103cf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid imides > N-substituted carboxylic acid imides
• IUPAC Name: (3S,5E)-3-hydroxy-3-(hydroxymethyl)-5-[2-(3-methoxy-5-oxo-2H-pyrrol-1-yl)-2-oxoethylidene]-1-methylpyrrolidin-2-one
• SMILES (Canonical): CN1C(=CC(=O)N2CC(=CC2=O)OC)CC(C1=O)(CO)O
• SMILES (Isomeric): CN1/C(=C/C(=O)N2CC(=CC2=O)OC)/C[C@@](C1=O)(CO)O
• InChI: InChI=1S/C13H16N2O6/c1-14-8(5-13(20,7-16)12(14)19)3-10(17)15-6-9(21-2)4-11(15)18/h3-4,16,20H,5-7H2,1-2H3/b8-3+/t13-/m0/s1
• InChI Key: FNRFWNOUJULTBT-UTPRNQHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆N₂O₆
• Molecular Weight: 296.28 g/mol
• Exact Mass: 296.10083623 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7021	70.21%
Caco-2	+	0.7191	71.91%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6800	68.00%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9121	91.21%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5907	59.07%
P-glycoprotein inhibitior	-	0.9249	92.49%
P-glycoprotein substrate	-	0.6308	63.08%
CYP3A4 substrate	+	0.5750	57.50%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8742	87.42%
CYP2C8 inhibition	-	0.8950	89.50%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5362	53.62%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9784	97.84%
Skin irritation	-	0.7451	74.51%
Skin corrosion	-	0.9213	92.13%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5558	55.58%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5211	52.11%
skin sensitisation	-	0.8451	84.51%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6543	65.43%
Acute Oral Toxicity (c)	III	0.5757	57.57%
Estrogen receptor binding	+	0.6204	62.04%
Androgen receptor binding	+	0.6117	61.17%
Thyroid receptor binding	+	0.5137	51.37%
Glucocorticoid receptor binding	+	0.6102	61.02%
Aromatase binding	+	0.6388	63.88%
PPAR gamma	+	0.6692	66.92%
Honey bee toxicity	-	0.8387	83.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.8850	88.50%

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	98.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.78%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.56%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.85%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.52%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.73%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162909465
• LOTUS: LTS0000679
• wikiData: Q104998459