(8aR)-3-benzylidene-2-methyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazine-1,4-dione

Details

• Internal ID: 1f5edfd9-3136-4718-a320-e8300b862c3e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (8aR)-3-benzylidene-2-methyl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazine-1,4-dione
• SMILES (Canonical): CN1C(=CC2=CC=CC=C2)C(=O)N3CCCC3C1=O
• SMILES (Isomeric): CN1C(=CC2=CC=CC=C2)C(=O)N3CCC[C@@H]3C1=O
• InChI: InChI=1S/C15H16N2O2/c1-16-13(10-11-6-3-2-4-7-11)15(19)17-9-5-8-12(17)14(16)18/h2-4,6-7,10,12H,5,8-9H2,1H3/t12-/m1/s1
• InChI Key: SNYXWODAEROITA-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆N₂O₂
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.121177757 g/mol
• Topological Polar Surface Area (TPSA): 40.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.9243	92.43%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7276	72.76%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9252	92.52%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6263	62.63%
BSEP inhibitior	-	0.6307	63.07%
P-glycoprotein inhibitior	-	0.9091	90.91%
P-glycoprotein substrate	-	0.8566	85.66%
CYP3A4 substrate	-	0.5307	53.07%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.8201	82.01%
CYP3A4 inhibition	-	0.5649	56.49%
CYP2C9 inhibition	-	0.6402	64.02%
CYP2C19 inhibition	-	0.6209	62.09%
CYP2D6 inhibition	-	0.8659	86.59%
CYP1A2 inhibition	+	0.5456	54.56%
CYP2C8 inhibition	-	0.8955	89.55%
CYP inhibitory promiscuity	+	0.7112	71.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5953	59.53%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9946	99.46%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6504	65.04%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8812	88.12%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9305	93.05%
Nephrotoxicity	+	0.4849	48.49%
Acute Oral Toxicity (c)	III	0.6288	62.88%
Estrogen receptor binding	+	0.5814	58.14%
Androgen receptor binding	+	0.6999	69.99%
Thyroid receptor binding	-	0.7125	71.25%
Glucocorticoid receptor binding	+	0.6076	60.76%
Aromatase binding	+	0.7575	75.75%
PPAR gamma	-	0.5474	54.74%
Honey bee toxicity	-	0.9622	96.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	-	0.4041	40.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	98.43%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.82%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	95.20%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.46%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.03%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.13%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.42%	96.25%
CHEMBL3524	P56524	Histone deacetylase 4	81.73%	92.97%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.13%	91.43%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.86%	90.24%

Plants that contains it

• Garcinia atroviridis

Cross-Links

• PubChem: 162870663
• LOTUS: LTS0200267
• wikiData: Q105256772