(3R,6R)-3,6-dibenzyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione

Details

• Internal ID: d3db7a26-1e45-46ae-b714-b799883318b1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3R,6R)-3,6-dibenzyl-3,6-bis(methylsulfanyl)piperazine-2,5-dione
• InChI: InChI=1S/C20H22N2O2S2/c1-25-19(13-15-9-5-3-6-10-15)17(23)22-20(26-2,18(24)21-19)14-16-11-7-4-8-12-16/h3-12H,13-14H2,1-2H3,(H,21,24)(H,22,23)/t19-,20-/m1/s1
• InChI Key: JNYUWTYXFKBOOZ-WOJBJXKFSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₂S₂
• Molecular Weight: 386.50 g/mol
• Exact Mass: 386.11227030 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• (3r,6r)-3,6-dibenzyl-3,6-bis(methylthio)-2,5-dioxopiperazine
• 2,5-Piperazinedione, 3,6-bis(methylthio)-3,6-bis(phenylmethyl)-, (3S,6S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9209	92.09%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5082	50.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9450	94.50%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7399	73.99%
BSEP inhibitior	+	0.9018	90.18%
P-glycoprotein inhibitior	-	0.5337	53.37%
P-glycoprotein substrate	-	0.8952	89.52%
CYP3A4 substrate	-	0.6560	65.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8290	82.90%
CYP3A4 inhibition	-	0.7487	74.87%
CYP2C9 inhibition	-	0.8250	82.50%
CYP2C19 inhibition	-	0.6964	69.64%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8330	83.30%
CYP2C8 inhibition	-	0.9152	91.52%
CYP inhibitory promiscuity	-	0.7831	78.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7913	79.13%
Carcinogenicity (trinary)	Non-required	0.6556	65.56%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9570	95.70%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7784	77.84%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7181	71.81%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.6569	65.69%
Estrogen receptor binding	+	0.6578	65.78%
Androgen receptor binding	+	0.6166	61.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5504	55.04%
Aromatase binding	+	0.6520	65.20%
PPAR gamma	+	0.6271	62.71%
Honey bee toxicity	-	0.8988	89.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.4019	40.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.05%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.05%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.79%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.42%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.12%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.87%	91.11%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.13%	92.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5276579
• LOTUS: LTS0241811
• wikiData: Q105132184