(R)-2-(2-(furan-2-yl)-oxoethyl)-octahydropyrrolo[1,2-a]pyrazine-1,4-dione

Details

• Internal ID: 1941290b-7325-4973-a88b-6a7fba781285
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (8aR)-2-[2-(furan-2-yl)-2-oxoethyl]-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazine-1,4-dione
• SMILES (Canonical): C1CC2C(=O)N(CC(=O)N2C1)CC(=O)C3=CC=CO3
• SMILES (Isomeric): C1C[C@@H]2C(=O)N(CC(=O)N2C1)CC(=O)C3=CC=CO3
• InChI: InChI=1S/C13H14N2O4/c16-10(11-4-2-6-19-11)7-14-8-12(17)15-5-1-3-9(15)13(14)18/h2,4,6,9H,1,3,5,7-8H2/t9-/m1/s1
• InChI Key: PIVMKGZOXZAFPM-SECBINFHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₄
• Molecular Weight: 262.26 g/mol
• Exact Mass: 262.09535693 g/mol
• Topological Polar Surface Area (TPSA): 70.80 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.30
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9302	93.02%
Caco-2	+	0.7542	75.42%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6958	69.58%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5070	50.70%
BSEP inhibitior	-	0.6861	68.61%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.7847	78.47%
CYP3A4 substrate	+	0.5393	53.93%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8204	82.04%
CYP3A4 inhibition	-	0.9680	96.80%
CYP2C9 inhibition	-	0.6970	69.70%
CYP2C19 inhibition	+	0.5809	58.09%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.8039	80.39%
CYP2C8 inhibition	-	0.8937	89.37%
CYP inhibitory promiscuity	-	0.8134	81.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6112	61.12%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8872	88.72%
Skin irritation	-	0.7963	79.63%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4369	43.69%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6156	61.56%
skin sensitisation	-	0.9032	90.32%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6088	60.88%
Acute Oral Toxicity (c)	III	0.6493	64.93%
Estrogen receptor binding	-	0.8744	87.44%
Androgen receptor binding	-	0.5345	53.45%
Thyroid receptor binding	-	0.8052	80.52%
Glucocorticoid receptor binding	-	0.5256	52.56%
Aromatase binding	+	0.5637	56.37%
PPAR gamma	+	0.6532	65.32%
Honey bee toxicity	-	0.9383	93.83%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.8359	83.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	92.02%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.86%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.83%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.34%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.57%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586174
• LOTUS: LTS0158519
• wikiData: Q77500635