(4E)-4-[2-[1-carboxy-2-(3,4-dihydroxyphenyl)ethyl]iminoethylidene]-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid

Details

• Internal ID: 8d6f2f6f-4c84-4b32-95c3-e1cff172f06a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Tyrosine and derivatives
• IUPAC Name: (4E)-4-[2-[1-carboxy-2-(3,4-dihydroxyphenyl)ethyl]iminoethylidene]-2,3-dihydro-1H-pyridine-2,6-dicarboxylic acid
• SMILES (Canonical): C1C(NC(=CC1=CC=NC(CC2=CC(=C(C=C2)O)O)C(=O)O)C(=O)O)C(=O)O
• SMILES (Isomeric): C\1C(NC(=C/C1=C/C=NC(CC2=CC(=C(C=C2)O)O)C(=O)O)C(=O)O)C(=O)O
• InChI: InChI=1S/C18H18N2O8/c21-14-2-1-9(8-15(14)22)5-11(16(23)24)19-4-3-10-6-12(17(25)26)20-13(7-10)18(27)28/h1-4,6,8,11,13,20-22H,5,7H2,(H,23,24)(H,25,26)(H,27,28)/b10-3-,19-4?
• InChI Key: YSNPSKZBOQYUHH-WXYBZRRYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈N₂O₈
• Molecular Weight: 390.30 g/mol
• Exact Mass: 390.10631554 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8246	82.46%
Caco-2	-	0.9496	94.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5810	58.10%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8817	88.17%
BSEP inhibitior	-	0.5056	50.56%
P-glycoprotein inhibitior	-	0.8143	81.43%
P-glycoprotein substrate	-	0.6132	61.32%
CYP3A4 substrate	+	0.5119	51.19%
CYP2C9 substrate	-	0.6084	60.84%
CYP2D6 substrate	-	0.8342	83.42%
CYP3A4 inhibition	-	0.9070	90.70%
CYP2C9 inhibition	-	0.7428	74.28%
CYP2C19 inhibition	-	0.8026	80.26%
CYP2D6 inhibition	-	0.8016	80.16%
CYP1A2 inhibition	-	0.7193	71.93%
CYP2C8 inhibition	-	0.5879	58.79%
CYP inhibitory promiscuity	-	0.8173	81.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.7001	70.01%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9619	96.19%
Skin irritation	-	0.7416	74.16%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4776	47.76%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.7286	72.86%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9043	90.43%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	-	0.4946	49.46%
Androgen receptor binding	+	0.7446	74.46%
Thyroid receptor binding	+	0.5532	55.32%
Glucocorticoid receptor binding	+	0.5401	54.01%
Aromatase binding	-	0.5686	56.86%
PPAR gamma	-	0.5562	55.62%
Honey bee toxicity	-	0.8162	81.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8254	82.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL2535	P11166	Glucose transporter	93.88%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.38%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.78%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.31%	85.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.79%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.63%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	85.46%	91.49%
CHEMBL1255126	O15151	Protein Mdm4	85.43%	90.20%
CHEMBL340	P08684	Cytochrome P450 3A4	85.22%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.78%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL3194	P02766	Transthyretin	81.95%	90.71%
CHEMBL236	P41143	Delta opioid receptor	81.82%	99.35%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.02%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.90%	99.15%

Plants that contains it

• Glottiphyllum longum

Cross-Links

• PubChem: 135800837
• LOTUS: LTS0217321
• wikiData: Q105360165