(2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate

Details

• Internal ID: 6c377742-a0eb-4b14-beff-9747611d90aa
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Cysteine and derivatives
• IUPAC Name: (2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-2-carboxylatoethyl]disulfanyl]propanoate
• SMILES (Canonical): C(C(C(=O)[O-])[NH3+])SSCC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C([C@H](C(=O)[O-])[NH3+])SSC[C@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m1/s1
• InChI Key: LEVWYRKDKASIDU-QWWZWVQMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₂N₂O₄S₂
• Molecular Weight: 240.30 g/mol
• Exact Mass: 240.02384922 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: -5.00
• Atomic LogP (AlogP): -4.91
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• CHEBI:145813
• (2S,2'S)-3,3'-dithiobis(2-ammoniopropanoate)
• A822473
• (2S,2'S)-3,3'-disulfanediylbis(2-ammoniopropanoate)
• (2S)-2-azaniumyl-3-[[(2S)-2-azaniumyl-3-oxidanidyl-3-oxidanylidene-propyl]disulfanyl]propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6022	60.22%
Caco-2	-	0.8669	86.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5912	59.12%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9548	95.48%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9338	93.38%
P-glycoprotein inhibitior	-	0.9584	95.84%
P-glycoprotein substrate	-	0.9799	97.99%
CYP3A4 substrate	-	0.7215	72.15%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.7755	77.55%
CYP2C9 inhibition	-	0.8541	85.41%
CYP2C19 inhibition	-	0.8533	85.33%
CYP2D6 inhibition	-	0.8752	87.52%
CYP1A2 inhibition	-	0.8468	84.68%
CYP2C8 inhibition	-	0.9905	99.05%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5091	50.91%
Carcinogenicity (trinary)	Non-required	0.6803	68.03%
Eye corrosion	-	0.8568	85.68%
Eye irritation	-	0.8217	82.17%
Skin irritation	-	0.7076	70.76%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.7035	70.35%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9428	94.28%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	-	0.7053	70.53%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6471	64.71%
Estrogen receptor binding	-	0.7895	78.95%
Androgen receptor binding	-	0.6615	66.15%
Thyroid receptor binding	-	0.7675	76.75%
Glucocorticoid receptor binding	-	0.5196	51.96%
Aromatase binding	-	0.8516	85.16%
PPAR gamma	-	0.5460	54.60%
Honey bee toxicity	-	0.7894	78.94%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.7714	77.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	91.47%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.14%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.71%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 6991967
• NPASS: NPC275762