3-(Isoxazolin-5-on-2-yl)alanin

Details

• Internal ID: ac20ac33-59b2-4875-aff2-05cb0e1e7b16
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
• IUPAC Name: (2S)-2-amino-3-(5-oxo-1,2-oxazolidin-2-yl)propanoic acid
• SMILES (Canonical): C1CN(OC1=O)CC(C(=O)O)N
• SMILES (Isomeric): C1CN(OC1=O)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H10N2O4/c7-4(6(10)11)3-8-2-1-5(9)12-8/h4H,1-3,7H2,(H,10,11)/t4-/m0/s1
• InChI Key: WTZUBFFVCGTLNR-BYPYZUCNSA-N
• Popularity: 21 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀N₂O₄
• Molecular Weight: 174.15 g/mol
• Exact Mass: 174.06405680 g/mol
• Topological Polar Surface Area (TPSA): 92.90 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6240	62.40%
Caco-2	-	0.8252	82.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5642	56.42%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9573	95.73%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8895	88.95%
P-glycoprotein inhibitior	-	0.9916	99.16%
P-glycoprotein substrate	-	0.9515	95.15%
CYP3A4 substrate	-	0.7121	71.21%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.7603	76.03%
CYP3A4 inhibition	-	0.9311	93.11%
CYP2C9 inhibition	-	0.9041	90.41%
CYP2C19 inhibition	-	0.8643	86.43%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.8733	87.33%
CYP2C8 inhibition	-	0.9740	97.40%
CYP inhibitory promiscuity	-	1.0000	100.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5104	51.04%
Eye corrosion	-	0.9671	96.71%
Eye irritation	-	0.8071	80.71%
Skin irritation	-	0.7246	72.46%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7572	75.72%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8716	87.16%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8536	85.36%
Acute Oral Toxicity (c)	III	0.5906	59.06%
Estrogen receptor binding	-	0.9385	93.85%
Androgen receptor binding	-	0.8673	86.73%
Thyroid receptor binding	-	0.8766	87.66%
Glucocorticoid receptor binding	-	0.7861	78.61%
Aromatase binding	-	0.9252	92.52%
PPAR gamma	-	0.7111	71.11%
Honey bee toxicity	-	0.9626	96.26%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.7607	76.07%

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	99.36%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.69%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.47%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.72%	94.45%

Plants that contains it

• Lathyrus sativus

Cross-Links

• PubChem: 129630383
• LOTUS: LTS0025938
• wikiData: Q105312889