3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid

Details

• Internal ID: 84d71f17-f343-4e2e-9591-9762309c7898
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic acid
• InChI: InChI=1S/C7H10N2O4/c10-5-3-8-7(13)4(9-5)1-2-6(11)12/h4H,1-3H2,(H,8,13)(H,9,10)(H,11,12)/t4-/m0/s1
• InChI Key: WFLSPLQAZRBQJX-BYPYZUCNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₀N₂O₄
• Molecular Weight: 186.17 g/mol
• Exact Mass: 186.06405680 g/mol
• Topological Polar Surface Area (TPSA): 95.50 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.53
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CYCLO(-GLY-GLU)
• 3-[(2S)-3,6-dioxopiperazin-2-yl]propanoic Acid
• CYCLO(-GLY-L-GLU)
• (S)-3-(3,6-Dioxopiperazin-2-yl)propanoic acid
• CYCLO(GLY-L-GLU)
• 2-Piperazinepropanoic acid, 3,6-dioxo-, (2S)-
• DTXSID60428620
• MFCD00237613
• AKOS006275240
• AT17569
• (S)-3-(3,6-Dioxopiperazin-2-yl)propanoicacid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6866	68.66%
Caco-2	-	0.8726	87.26%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8232	82.32%
OATP2B1 inhibitior	-	0.8482	84.82%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9485	94.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9807	98.07%
P-glycoprotein inhibitior	-	0.9921	99.21%
P-glycoprotein substrate	-	0.7946	79.46%
CYP3A4 substrate	-	0.6573	65.73%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.9887	98.87%
CYP2C9 inhibition	-	0.9780	97.80%
CYP2C19 inhibition	-	0.9715	97.15%
CYP2D6 inhibition	-	0.9779	97.79%
CYP1A2 inhibition	-	0.9577	95.77%
CYP2C8 inhibition	-	0.9466	94.66%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7598	75.98%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.4910	49.10%
Skin irritation	-	0.7676	76.76%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8077	80.77%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.9195	91.95%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7384	73.84%
Acute Oral Toxicity (c)	III	0.5985	59.85%
Estrogen receptor binding	-	0.8813	88.13%
Androgen receptor binding	-	0.8495	84.95%
Thyroid receptor binding	-	0.8429	84.29%
Glucocorticoid receptor binding	-	0.7730	77.30%
Aromatase binding	-	0.8461	84.61%
PPAR gamma	-	0.7176	71.76%
Honey bee toxicity	-	0.9565	95.65%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.9499	94.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.80%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.37%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	86.67%	98.59%
CHEMBL4071	P08311	Cathepsin G	86.22%	94.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.78%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	82.29%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.43%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.33%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 7408483
• LOTUS: LTS0262278
• wikiData: Q82241436