(2R)-2-amino-3-[(R)-benzylsulfinyl]propanoic acid

Details

• Internal ID: 3d23f367-f094-4a30-ad0f-113b89a95211
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzyl sulfoxides > Benzyl alkyl sulfoxides
• IUPAC Name: (2R)-2-amino-3-[(R)-benzylsulfinyl]propanoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CS(=O)CC(C(=O)O)N
• SMILES (Isomeric): C1=CC=C(C=C1)C[S@@](=O)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C10H13NO3S/c11-9(10(12)13)7-15(14)6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-,15+/m0/s1
• InChI Key: OBQBHBOGTLPNJM-BJOHPYRUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₃S
• Molecular Weight: 227.28 g/mol
• Exact Mass: 227.06161445 g/mol
• Topological Polar Surface Area (TPSA): 99.60 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• 189082-77-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8975	89.75%
Caco-2	-	0.5986	59.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5824	58.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9589	95.89%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8664	86.64%
P-glycoprotein inhibitior	-	0.9840	98.40%
P-glycoprotein substrate	-	0.9469	94.69%
CYP3A4 substrate	-	0.7279	72.79%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.7755	77.55%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.9207	92.07%
CYP2C19 inhibition	-	0.9160	91.60%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.8836	88.36%
CYP2C8 inhibition	-	0.9025	90.25%
CYP inhibitory promiscuity	-	0.9945	99.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5119	51.19%
Carcinogenicity (trinary)	Non-required	0.7009	70.09%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8137	81.37%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6240	62.40%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8695	86.95%
Acute Oral Toxicity (c)	III	0.6069	60.69%
Estrogen receptor binding	-	0.8271	82.71%
Androgen receptor binding	-	0.7596	75.96%
Thyroid receptor binding	-	0.8750	87.50%
Glucocorticoid receptor binding	-	0.6937	69.37%
Aromatase binding	-	0.6487	64.87%
PPAR gamma	-	0.5444	54.44%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4442	44.42%

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	95.06%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.04%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.77%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.07%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.43%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.97%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.32%	95.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.02%	94.62%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.64%	92.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.74%	86.33%

Plants that contains it

• Petiveria alliacea

Cross-Links

• PubChem: 12991581
• LOTUS: LTS0217544
• wikiData: Q105189116