(2S)-2-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enyl]amino]-3-sulfanylpropanoic acid

Details

• Internal ID: 0303feb5-5362-4ca4-b41c-18ea81391ed3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives
• IUPAC Name: (2S)-2-[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enyl]amino]-3-sulfanylpropanoic acid
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CCNC(CS)C(=O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/CN[C@H](CS)C(=O)O
• InChI: InChI=1S/C14H19NO5S/c1-19-11-6-9(7-12(20-2)13(11)16)4-3-5-15-10(8-21)14(17)18/h3-4,6-7,10,15-16,21H,5,8H2,1-2H3,(H,17,18)/b4-3+/t10-/m1/s1
• InChI Key: SGALCNPQZJSGQP-HMDXOVGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₅S
• Molecular Weight: 313.37 g/mol
• Exact Mass: 313.09839388 g/mol
• Topological Polar Surface Area (TPSA): 89.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8208	82.08%
Caco-2	-	0.7225	72.25%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4595	45.95%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.8061	80.61%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.4636	46.36%
P-glycoprotein inhibitior	-	0.9124	91.24%
P-glycoprotein substrate	-	0.8251	82.51%
CYP3A4 substrate	-	0.5607	56.07%
CYP2C9 substrate	-	0.5981	59.81%
CYP2D6 substrate	-	0.7633	76.33%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.8976	89.76%
CYP2C19 inhibition	-	0.8501	85.01%
CYP2D6 inhibition	-	0.7443	74.43%
CYP1A2 inhibition	-	0.7104	71.04%
CYP2C8 inhibition	-	0.6206	62.06%
CYP inhibitory promiscuity	-	0.9217	92.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7943	79.43%
Carcinogenicity (trinary)	Non-required	0.7354	73.54%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9318	93.18%
Skin irritation	-	0.7306	73.06%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7956	79.56%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.8016	80.16%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8287	82.87%
Acute Oral Toxicity (c)	III	0.6569	65.69%
Estrogen receptor binding	-	0.5139	51.39%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6498	64.98%
Glucocorticoid receptor binding	-	0.5505	55.05%
Aromatase binding	+	0.5622	56.22%
PPAR gamma	+	0.5653	56.53%
Honey bee toxicity	-	0.7971	79.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8202	82.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.02%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.17%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.15%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.98%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	90.27%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.25%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.53%	94.45%
CHEMBL2581	P07339	Cathepsin D	80.91%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.85%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.27%	85.14%

Plants that contains it

• Ananas comosus

Cross-Links

• PubChem: 163185760
• LOTUS: LTS0262113
• wikiData: Q105252193