(2S)-2-acetamido-3-prop-2-enylsulfanylpropanoic acid

Details

• Internal ID: 763e3d9c-f787-48fc-a444-96bcefa3c78f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: (2S)-2-acetamido-3-prop-2-enylsulfanylpropanoic acid
• SMILES (Canonical): CC(=O)NC(CSCC=C)C(=O)O
• SMILES (Isomeric): CC(=O)N[C@H](CSCC=C)C(=O)O
• InChI: InChI=1S/C8H13NO3S/c1-3-4-13-5-7(8(11)12)9-6(2)10/h3,7H,1,4-5H2,2H3,(H,9,10)(H,11,12)/t7-/m1/s1
• InChI Key: LKRAEHUDIUJBSF-SSDOTTSWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₃NO₃S
• Molecular Weight: 203.26 g/mol
• Exact Mass: 203.06161445 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7159	71.59%
Caco-2	-	0.9170	91.70%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6389	63.89%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.8831	88.31%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9276	92.76%
P-glycoprotein inhibitior	-	0.9735	97.35%
P-glycoprotein substrate	-	0.9107	91.07%
CYP3A4 substrate	-	0.5656	56.56%
CYP2C9 substrate	+	0.5914	59.14%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.8924	89.24%
CYP2C9 inhibition	-	0.8810	88.10%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.8876	88.76%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	-	0.9874	98.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.6295	62.95%
Eye corrosion	-	0.9610	96.10%
Eye irritation	-	0.8043	80.43%
Skin irritation	-	0.7123	71.23%
Skin corrosion	-	0.9094	90.94%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8140	81.40%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8832	88.32%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6205	62.05%
Acute Oral Toxicity (c)	III	0.6704	67.04%
Estrogen receptor binding	-	0.8679	86.79%
Androgen receptor binding	-	0.8676	86.76%
Thyroid receptor binding	-	0.7941	79.41%
Glucocorticoid receptor binding	-	0.6532	65.32%
Aromatase binding	-	0.7753	77.53%
PPAR gamma	+	0.6785	67.85%
Honey bee toxicity	-	0.8295	82.95%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.6552	65.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.12%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.44%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.44%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.94%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.29%	91.19%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.69%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	84.61%	83.82%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	84.02%	97.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.66%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.95%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	81.60%	90.20%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 10465488
• NPASS: NPC240290