(2S)-4-[(E)-2-(carboxymethylamino)vinyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Details

• Internal ID: 3beee89e-83c5-4f6b-85b9-4614f3c8fd9e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: (2S,4Z)-4-[2-(carboxymethylimino)ethylidene]-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid
• InChI: InChI=1S/C11H12N2O6/c14-9(15)5-12-2-1-6-3-7(10(16)17)13-8(4-6)11(18)19/h1-3,8,13H,4-5H2,(H,14,15)(H,16,17)(H,18,19)/b6-1+,12-2?/t8-/m0/s1
• InChI Key: ZZZQMKRQWYRKFG-SDYYGWODSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O₆
• Molecular Weight: 268.22 g/mol
• Exact Mass: 268.06953611 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• AC1NQY73
• 135545-99-2
• DTXSID50415089
• (2S)-4-[(E)-2-(carboxymethylamino)vinyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
• (2S)-4-{(E)-2-[(Carboxymethyl)amino]ethen-1-yl}-2,3-dihydropyridine-2,6-dicarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6092	60.92%
Caco-2	-	0.8996	89.96%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7981	79.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9616	96.16%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.7013	70.13%
CYP3A4 substrate	-	0.5819	58.19%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.9413	94.13%
CYP2C9 inhibition	-	0.8856	88.56%
CYP2C19 inhibition	-	0.9040	90.40%
CYP2D6 inhibition	-	0.8895	88.95%
CYP1A2 inhibition	-	0.8427	84.27%
CYP2C8 inhibition	-	0.7908	79.08%
CYP inhibitory promiscuity	-	0.9923	99.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9758	97.58%
Eye irritation	-	0.8433	84.33%
Skin irritation	-	0.7218	72.18%
Skin corrosion	-	0.8787	87.87%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8138	81.38%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	-	0.8287	82.87%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7508	75.08%
Acute Oral Toxicity (c)	III	0.6044	60.44%
Estrogen receptor binding	-	0.8244	82.44%
Androgen receptor binding	-	0.5501	55.01%
Thyroid receptor binding	-	0.7358	73.58%
Glucocorticoid receptor binding	+	0.6462	64.62%
Aromatase binding	-	0.5447	54.47%
PPAR gamma	-	0.5405	54.05%
Honey bee toxicity	-	0.9108	91.08%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.7462	74.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.95%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.50%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.98%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.97%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.48%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.04%	96.95%
CHEMBL2535	P11166	Glucose transporter	82.31%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.36%	93.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.17%	97.21%

Plants that contains it

• Portulaca grandiflora

Cross-Links

• PubChem: 135809744
• LOTUS: LTS0191319
• wikiData: Q105387220