(3S)-3-[(1S)-1-hydroxyethyl]-2,3-dihydropyrrolo[1,2-a]pyrazine-1,4-dione

Details

• Internal ID: 512a699b-c742-4e60-bcac-29039fcef30b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S)-3-[(1S)-1-hydroxyethyl]-2,3-dihydropyrrolo[1,2-a]pyrazine-1,4-dione
• SMILES (Canonical): CC(C1C(=O)N2C=CC=C2C(=O)N1)O
• SMILES (Isomeric): C[C@@H]([C@H]1C(=O)N2C=CC=C2C(=O)N1)O
• InChI: InChI=1S/C9H10N2O3/c1-5(12)7-9(14)11-4-2-3-6(11)8(13)10-7/h2-5,7,12H,1H3,(H,10,13)/t5-,7-/m0/s1
• InChI Key: XUJFYVBSGKFTJR-FSPLSTOPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19 g/mol
• Exact Mass: 194.06914219 g/mol
• Topological Polar Surface Area (TPSA): 71.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9349	93.49%
Caco-2	+	0.6246	62.46%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8622	86.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9817	98.17%
BSEP inhibitior	-	0.9816	98.16%
P-glycoprotein inhibitior	-	0.9689	96.89%
P-glycoprotein substrate	-	0.8586	85.86%
CYP3A4 substrate	-	0.6113	61.13%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.9128	91.28%
CYP2C19 inhibition	-	0.9092	90.92%
CYP2D6 inhibition	-	0.8869	88.69%
CYP1A2 inhibition	-	0.8219	82.19%
CYP2C8 inhibition	-	0.9815	98.15%
CYP inhibitory promiscuity	-	0.9585	95.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6648	66.48%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8286	82.86%
Skin irritation	-	0.8403	84.03%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8436	84.36%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.7158	71.58%
skin sensitisation	-	0.9314	93.14%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5717	57.17%
Estrogen receptor binding	-	0.8787	87.87%
Androgen receptor binding	-	0.6904	69.04%
Thyroid receptor binding	-	0.6490	64.90%
Glucocorticoid receptor binding	-	0.8379	83.79%
Aromatase binding	-	0.8604	86.04%
PPAR gamma	-	0.7120	71.20%
Honey bee toxicity	-	0.9466	94.66%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8260	82.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.42%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.43%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.05%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.53%	94.45%

Plants that contains it

• Isertia haenkeana

Cross-Links

• PubChem: 163193973
• LOTUS: LTS0057599
• wikiData: Q105228130