2-Butenoic acid, 4-[(1-carboxyethyl)amino]-4-oxo

Details

• Internal ID: c0786228-7214-4230-808a-d9d423213d77
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: 4-(1-carboxyethylamino)-4-oxobut-2-enoic acid
• SMILES (Canonical): CC(C(=O)O)NC(=O)C=CC(=O)O
• SMILES (Isomeric): CC(C(=O)O)NC(=O)C=CC(=O)O
• InChI: InChI=1S/C7H9NO5/c1-4(7(12)13)8-5(9)2-3-6(10)11/h2-4H,1H3,(H,8,9)(H,10,11)(H,12,13)
• InChI Key: GNLCKFJPWPKISM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₉NO₅
• Molecular Weight: 187.15 g/mol
• Exact Mass: 187.04807239 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• AKOS010761059
• 2-Butenoic acid, 4-[(1-carboxyethyl)amino]-4-oxo
• 541-89-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7799	77.99%
Caco-2	-	0.7770	77.70%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9901	99.01%
P-glycoprotein inhibitior	-	0.9934	99.34%
P-glycoprotein substrate	-	0.9389	93.89%
CYP3A4 substrate	-	0.6915	69.15%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9371	93.71%
CYP2C19 inhibition	-	0.9556	95.56%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.9629	96.29%
CYP2C8 inhibition	-	0.9923	99.23%
CYP inhibitory promiscuity	-	0.9950	99.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6292	62.92%
Carcinogenicity (trinary)	Non-required	0.6706	67.06%
Eye corrosion	-	0.9622	96.22%
Eye irritation	-	0.6249	62.49%
Skin irritation	-	0.6591	65.91%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9021	90.21%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9607	96.07%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4851	48.51%
Acute Oral Toxicity (c)	III	0.6937	69.37%
Estrogen receptor binding	-	0.9669	96.69%
Androgen receptor binding	-	0.8465	84.65%
Thyroid receptor binding	-	0.8644	86.44%
Glucocorticoid receptor binding	-	0.8610	86.10%
Aromatase binding	-	0.9167	91.67%
PPAR gamma	-	0.7717	77.17%
Honey bee toxicity	-	0.8716	87.16%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.9500	95.00%
Fish aquatic toxicity	-	0.4289	42.89%

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	97.10%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	88.97%	90.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.73%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.78%	93.56%
CHEMBL2581	P07339	Cathepsin D	84.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.48%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.12%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.88%	99.17%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	80.57%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53847561
• LOTUS: LTS0035863
• wikiData: Q82857186