(2S)-2-ammonio-3-mercaptopropanoate

Details

• Internal ID: 717218ae-fc3e-4f3e-b3d0-197919d608a2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives
• IUPAC Name: (2S)-2-azaniumyl-3-sulfanylpropanoate
• SMILES (Canonical): C(C(C(=O)[O-])[NH3+])S
• SMILES (Isomeric): C([C@H](C(=O)[O-])[NH3+])S
• InChI: InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m1/s1
• InChI Key: XUJNEKJLAYXESH-UWTATZPHSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃H₇NO₂S
• Molecular Weight: 121.16 g/mol
• Exact Mass: 121.01974964 g/mol
• Topological Polar Surface Area (TPSA): 68.80 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -2.72
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (2S)-2-azaniumyl-3-sulfanylpropanoate
• D-cysteine zwitterion
• CHEBI:35236
• (2S)-2-ammonio-3-sulfanylpropanoate
• (2S)-2-azaniumyl-3-sulfanyl-propanoate
• A844146

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	-	0.9491	94.91%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.7001	70.01%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9562	95.62%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9113	91.13%
P-glycoprotein inhibitior	-	0.9888	98.88%
P-glycoprotein substrate	-	0.9753	97.53%
CYP3A4 substrate	-	0.7450	74.50%
CYP2C9 substrate	-	0.6153	61.53%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.9759	97.59%
CYP2C9 inhibition	-	0.9420	94.20%
CYP2C19 inhibition	-	0.9388	93.88%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.8697	86.97%
CYP2C8 inhibition	-	0.9900	99.00%
CYP inhibitory promiscuity	-	0.9604	96.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.7352	73.52%
Eye corrosion	-	0.7199	71.99%
Eye irritation	-	0.7937	79.37%
Skin irritation	+	0.4893	48.93%
Skin corrosion	-	0.5699	56.99%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8623	86.23%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8934	89.34%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.6497	64.97%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4517	45.17%
Acute Oral Toxicity (c)	III	0.6254	62.54%
Estrogen receptor binding	-	0.9310	93.10%
Androgen receptor binding	-	0.8773	87.73%
Thyroid receptor binding	-	0.9171	91.71%
Glucocorticoid receptor binding	-	0.8954	89.54%
Aromatase binding	-	0.9003	90.03%
PPAR gamma	-	0.8315	83.15%
Honey bee toxicity	-	0.8605	86.05%
Biodegradation	+	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.8787	87.87%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293224	P10636	Microtubule-associated protein tau	14125.4 nM; 22387.2 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.78%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.10%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.94%	96.95%

Plants that contains it

• Brassica juncea
• Sinapis alba

Cross-Links

• PubChem: 6419721
• NPASS: NPC110533
• ChEMBL: CHEMBL171281