(S)-4-(2-((S)-2-Carboxypyrrolidin-1-yl)vinyl)-2,3-dihydropyridine-2,6-dicarboxylic acid

Details

• Internal ID: fe8e19b5-d777-4c02-9d98-254d2c4247cc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Proline and derivatives
• IUPAC Name: (2S)-4-[(E)-2-[(2S)-2-carboxypyrrolidin-1-yl]ethenyl]-2,3-dihydropyridine-2,6-dicarboxylic acid
• SMILES (Canonical): C1CC(N(C1)C=CC2=CC(=NC(C2)C(=O)O)C(=O)O)C(=O)O
• SMILES (Isomeric): C1C[C@H](N(C1)/C=C/C2=CC(=N[C@@H](C2)C(=O)O)C(=O)O)C(=O)O
• InChI: InChI=1S/C14H16N2O6/c17-12(18)9-6-8(7-10(15-9)13(19)20)3-5-16-4-1-2-11(16)14(21)22/h3,5-6,10-11H,1-2,4,7H2,(H,17,18)(H,19,20)(H,21,22)/b5-3+/t10-,11-/m0/s1
• InChI Key: CCXPAUKIWRMEET-UTSBZEJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆N₂O₆
• Molecular Weight: 308.29 g/mol
• Exact Mass: 308.10083623 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 5
• 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	-	0.4784	47.84%
Caco-2	-	0.8014	80.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8830	88.30%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7860	78.60%
BSEP inhibitior	-	0.8363	83.63%
P-glycoprotein inhibitior	-	0.9626	96.26%
P-glycoprotein substrate	-	0.7570	75.70%
CYP3A4 substrate	-	0.5167	51.67%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.9489	94.89%
CYP2C9 inhibition	-	0.8674	86.74%
CYP2C19 inhibition	-	0.8810	88.10%
CYP2D6 inhibition	-	0.9139	91.39%
CYP1A2 inhibition	-	0.5948	59.48%
CYP2C8 inhibition	-	0.7071	70.71%
CYP inhibitory promiscuity	-	0.9673	96.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6593	65.93%
Eye corrosion	-	0.9690	96.90%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.6578	65.78%
Skin corrosion	-	0.8715	87.15%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7840	78.40%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6323	63.23%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7084	70.84%
Acute Oral Toxicity (c)	III	0.5967	59.67%
Estrogen receptor binding	-	0.8160	81.60%
Androgen receptor binding	-	0.5158	51.58%
Thyroid receptor binding	-	0.7208	72.08%
Glucocorticoid receptor binding	-	0.5155	51.55%
Aromatase binding	-	0.6424	64.24%
PPAR gamma	-	0.6164	61.64%
Honey bee toxicity	-	0.9397	93.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7981	79.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.77%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.60%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.21%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.59%	86.33%

Plants that contains it

• Ficus benghalensis

Cross-Links

• PubChem: 57513848
• LOTUS: LTS0233940
• wikiData: Q104953929