(2S)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid

Details

• Internal ID: ba897aa5-4b64-44cd-8332-c3ab44b432ac
• 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)-4-[(E)-2-[(2S)-2-carboxy-5,6-dioxo-2,3-dihydroindol-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
• SMILES (Canonical): C1C(N=C(C=C1C=CN2C(CC3=CC(=O)C(=O)C=C32)C(=O)O)C(=O)O)C(=O)O
• SMILES (Isomeric): C1[C@H](N=C(C=C1/C=C/N2[C@@H](CC3=CC(=O)C(=O)C=C32)C(=O)O)C(=O)O)C(=O)O
• InChI: InChI=1S/C18H14N2O8/c21-14-6-9-5-13(18(27)28)20(12(9)7-15(14)22)2-1-8-3-10(16(23)24)19-11(4-8)17(25)26/h1-3,6-7,11,13H,4-5H2,(H,23,24)(H,25,26)(H,27,28)/b2-1+/t11-,13-/m0/s1
• InChI Key: WAVPHGICHZOYMQ-WODDMCJRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄N₂O₈
• Molecular Weight: 386.30 g/mol
• Exact Mass: 386.07501541 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 7
• 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	+	0.9506	95.06%
Caco-2	-	0.8604	86.04%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7797	77.97%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.9038	90.38%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.8817	88.17%
BSEP inhibitior	+	0.6666	66.66%
P-glycoprotein inhibitior	-	0.8059	80.59%
P-glycoprotein substrate	-	0.7797	77.97%
CYP3A4 substrate	+	0.5432	54.32%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.7092	70.92%
CYP2C19 inhibition	-	0.7572	75.72%
CYP2D6 inhibition	-	0.8122	81.22%
CYP1A2 inhibition	-	0.6191	61.91%
CYP2C8 inhibition	-	0.7236	72.36%
CYP inhibitory promiscuity	-	0.8025	80.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9230	92.30%
Carcinogenicity (trinary)	Non-required	0.5378	53.78%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7244	72.44%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7623	76.23%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5584	55.84%
skin sensitisation	-	0.8316	83.16%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4590	45.90%
Acute Oral Toxicity (c)	III	0.5043	50.43%
Estrogen receptor binding	-	0.6613	66.13%
Androgen receptor binding	+	0.5512	55.12%
Thyroid receptor binding	-	0.6235	62.35%
Glucocorticoid receptor binding	+	0.5887	58.87%
Aromatase binding	+	0.5333	53.33%
PPAR gamma	-	0.5455	54.55%
Honey bee toxicity	-	0.8726	87.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7396	73.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.16%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.02%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.27%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.16%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.35%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.13%	94.45%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.26%	87.67%

Plants that contains it

• Beta vulgaris

Cross-Links

• PubChem: 25246301
• LOTUS: LTS0049891
• wikiData: Q76534153