3-Mercapto-2-(prop-2-enylamino)propanoic acid

Details

• Internal ID: 3c8b7e3e-fdcf-4329-b0fe-af32ec02ab92
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives
• IUPAC Name: 2-(prop-2-enylamino)-3-sulfanylpropanoic acid
• SMILES (Canonical): C=CCNC(CS)C(=O)O
• SMILES (Isomeric): C=CCNC(CS)C(=O)O
• InChI: InChI=1S/C6H11NO2S/c1-2-3-7-5(4-10)6(8)9/h2,5,7,10H,1,3-4H2,(H,8,9)
• InChI Key: AMPHKYRLSOPVBX-UHFFFAOYSA-N
• Popularity: 248 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₁NO₂S
• Molecular Weight: 161.22 g/mol
• Exact Mass: 161.05104977 g/mol
• Topological Polar Surface Area (TPSA): 50.30 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• 5-allyl cystein
• SCHEMBL747872
• 3-mercapto-2-(prop-2-enylamino)propanoic acid
• 2-(prop-2-enylamino)-3-sulfanyl-propanoic acid
• A815506

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8527	85.27%
Caco-2	-	0.8579	85.79%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.5690	56.90%
OATP2B1 inhibitior	-	0.8461	84.61%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7838	78.38%
BSEP inhibitior	-	0.9420	94.20%
P-glycoprotein inhibitior	-	0.9914	99.14%
P-glycoprotein substrate	-	0.9766	97.66%
CYP3A4 substrate	-	0.7015	70.15%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7925	79.25%
CYP3A4 inhibition	-	0.9733	97.33%
CYP2C9 inhibition	-	0.9152	91.52%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9223	92.23%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.9671	96.71%
CYP inhibitory promiscuity	-	0.9666	96.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6811	68.11%
Eye corrosion	-	0.9389	93.89%
Eye irritation	+	0.6494	64.94%
Skin irritation	-	0.6161	61.61%
Skin corrosion	-	0.8757	87.57%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8351	83.51%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.8333	83.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7187	71.87%
Acute Oral Toxicity (c)	III	0.7176	71.76%
Estrogen receptor binding	-	0.9520	95.20%
Androgen receptor binding	-	0.8298	82.98%
Thyroid receptor binding	-	0.8834	88.34%
Glucocorticoid receptor binding	-	0.9284	92.84%
Aromatase binding	-	0.8305	83.05%
PPAR gamma	-	0.7627	76.27%
Honey bee toxicity	-	0.6309	63.09%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.4823	48.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	88.16%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.23%	92.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.87%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.38%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.69%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	81.51%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.11%	91.11%
CHEMBL1255126	O15151	Protein Mdm4	80.59%	90.20%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 23437571
• NPASS: NPC183120