3-[(2S,5S)-5-[(2S)-butan-2-yl]-3,6-dioxopiperazin-2-yl]propanoic acid

Details

• Internal ID: 18b18897-c959-4e3c-a5e7-44e656001791
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 3-[(2S,5S)-5-[(2S)-butan-2-yl]-3,6-dioxopiperazin-2-yl]propanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N1)CCC(=O)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N1)CCC(=O)O
• InChI: InChI=1S/C11H18N2O4/c1-3-6(2)9-11(17)12-7(10(16)13-9)4-5-8(14)15/h6-7,9H,3-5H2,1-2H3,(H,12,17)(H,13,16)(H,14,15)/t6-,7-,9-/m0/s1
• InChI Key: HUNKOLLSBWNBAS-ZKWXMUAHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈N₂O₄
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.12665706 g/mol
• Topological Polar Surface Area (TPSA): 95.50 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.12
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6135	61.35%
Caco-2	-	0.7456	74.56%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7942	79.42%
OATP2B1 inhibitior	-	0.8445	84.45%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9140	91.40%
BSEP inhibitior	-	0.9324	93.24%
P-glycoprotein inhibitior	-	0.9580	95.80%
P-glycoprotein substrate	-	0.7105	71.05%
CYP3A4 substrate	-	0.6381	63.81%
CYP2C9 substrate	+	0.6346	63.46%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.9836	98.36%
CYP2C9 inhibition	-	0.9661	96.61%
CYP2C19 inhibition	-	0.9405	94.05%
CYP2D6 inhibition	-	0.9700	97.00%
CYP1A2 inhibition	-	0.9686	96.86%
CYP2C8 inhibition	-	0.9686	96.86%
CYP inhibitory promiscuity	-	0.9954	99.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7154	71.54%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9729	97.29%
Skin irritation	-	0.7823	78.23%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6692	66.92%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9050	90.50%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6616	66.16%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	-	0.5089	50.89%
Androgen receptor binding	-	0.7851	78.51%
Thyroid receptor binding	-	0.7190	71.90%
Glucocorticoid receptor binding	-	0.7262	72.62%
Aromatase binding	-	0.7012	70.12%
PPAR gamma	-	0.7592	75.92%
Honey bee toxicity	-	0.9639	96.39%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.8007	80.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.48%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.80%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.58%	97.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.37%	96.47%
CHEMBL1937	Q92769	Histone deacetylase 2	85.85%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	84.81%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.74%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	83.73%	83.82%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.61%	90.08%
CHEMBL4071	P08311	Cathepsin G	81.07%	94.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.63%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163109468
• LOTUS: LTS0177203
• wikiData: Q105033926