(2R)-2-azaniumyl-3-[(prop-2-en-1-yl)sulfanyl]propanoate

Details

• Internal ID: 3721eac2-3aa4-4ca1-b7a0-1fe7ed8a7a69
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives > L-cysteine-S-conjugates
• IUPAC Name: (2R)-2-azaniumyl-3-prop-2-enylsulfanylpropanoate
• SMILES (Canonical): C=CCSCC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C=CCSC[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1
• InChI Key: ZFAHNWWNDFHPOH-YFKPBYRVSA-N
• Popularity: 0 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): 93.10 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• Cys(All) zwitterion
• L-deoxyalliin zwitterion
• S-allylcysteine zwitterion
• S--2-propenyl-L-cysteine
• S-allyl-L-cysteine zwitterion
• CHEBI:133648
• (2R)-2-azaniumyl-3-[(prop-2-en-1-yl)sulfanyl]propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9416	94.16%
Caco-2	-	0.9015	90.15%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5650	56.50%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8973	89.73%
P-glycoprotein inhibitior	-	0.9860	98.60%
P-glycoprotein substrate	-	0.9648	96.48%
CYP3A4 substrate	-	0.6158	61.58%
CYP2C9 substrate	-	0.6128	61.28%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.9712	97.12%
CYP2C9 inhibition	-	0.9002	90.02%
CYP2C19 inhibition	-	0.8606	86.06%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.7878	78.78%
CYP2C8 inhibition	-	0.9368	93.68%
CYP inhibitory promiscuity	-	0.9338	93.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6707	67.07%
Eye corrosion	+	0.4647	46.47%
Eye irritation	+	0.5886	58.86%
Skin irritation	+	0.6189	61.89%
Skin corrosion	+	0.5245	52.45%
Ames mutagenesis	-	0.6878	68.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.8373	83.73%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7964	79.64%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.6420	64.20%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5657	56.57%
Acute Oral Toxicity (c)	III	0.6758	67.58%
Estrogen receptor binding	-	0.9275	92.75%
Androgen receptor binding	-	0.8760	87.60%
Thyroid receptor binding	-	0.8116	81.16%
Glucocorticoid receptor binding	-	0.6291	62.91%
Aromatase binding	-	0.8917	89.17%
PPAR gamma	-	0.4849	48.49%
Honey bee toxicity	-	0.6940	69.40%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.5417	54.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.62%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.45%	99.17%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	83.66%	97.34%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.38%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.57%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	81.64%	91.19%

Plants that contains it

• Allium sativum
• Aniba megaphylla
• Berberis integerrima
• Calocedrus decurrens
• Digitalis sceptrum
• Herbertus sakuraii
• Nauclea latifolia
• Orthopappus angustifolius
• Scurrula parasitica

Cross-Links

• PubChem: 40424388
• NPASS: NPC74758