3-[(2S,5S)-3,6-dioxo-5-propan-2-ylpiperazin-2-yl]propanoic acid

Details

• Internal ID: 11aada6f-c9ec-4623-a599-c654acd55131
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3-[(2S,5S)-3,6-dioxo-5-propan-2-ylpiperazin-2-yl]propanoic acid
• InChI: InChI=1S/C10H16N2O4/c1-5(2)8-10(16)11-6(9(15)12-8)3-4-7(13)14/h5-6,8H,3-4H2,1-2H3,(H,11,16)(H,12,15)(H,13,14)/t6-,8-/m0/s1
• InChI Key: OPFQZSJENUEYCX-XPUUQOCRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆N₂O₄
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.11100700 g/mol
• Topological Polar Surface Area (TPSA): 95.50 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.51
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5520	55.20%
Caco-2	-	0.8082	80.82%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8634	86.34%
OATP2B1 inhibitior	-	0.8473	84.73%
OATP1B1 inhibitior	+	0.9029	90.29%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9640	96.40%
BSEP inhibitior	-	0.9551	95.51%
P-glycoprotein inhibitior	-	0.9613	96.13%
P-glycoprotein substrate	-	0.7572	75.72%
CYP3A4 substrate	-	0.6571	65.71%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.9864	98.64%
CYP2C9 inhibition	-	0.9771	97.71%
CYP2C19 inhibition	-	0.9678	96.78%
CYP2D6 inhibition	-	0.9764	97.64%
CYP1A2 inhibition	-	0.9802	98.02%
CYP2C8 inhibition	-	0.9792	97.92%
CYP inhibitory promiscuity	-	0.9958	99.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7362	73.62%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9530	95.30%
Skin irritation	-	0.7889	78.89%
Skin corrosion	-	0.9168	91.68%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6453	64.53%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9074	90.74%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7650	76.50%
Acute Oral Toxicity (c)	III	0.6372	63.72%
Estrogen receptor binding	-	0.7748	77.48%
Androgen receptor binding	-	0.7886	78.86%
Thyroid receptor binding	-	0.6637	66.37%
Glucocorticoid receptor binding	-	0.7410	74.10%
Aromatase binding	-	0.7587	75.87%
PPAR gamma	-	0.8605	86.05%
Honey bee toxicity	-	0.9767	97.67%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.8939	89.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.05%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.46%	83.82%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.27%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.80%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.70%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.18%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	85.21%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.37%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	83.95%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.40%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.71%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 110191810
• LOTUS: LTS0031351
• wikiData: Q105196043