(3R,6S)-3-hydroxy-1,4-dimethyl-3,6-bis[(2S)-3,3,3-trichloro-2-methylpropyl]piperazine-2,5-dione

Details

• Internal ID: 34ba7a9c-fd78-4488-bb1c-b582a4547130
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3R,6S)-3-hydroxy-1,4-dimethyl-3,6-bis[(2S)-3,3,3-trichloro-2-methylpropyl]piperazine-2,5-dione
• SMILES (Canonical): CC(CC1C(=O)N(C(C(=O)N1C)(CC(C)C(Cl)(Cl)Cl)O)C)C(Cl)(Cl)Cl
• SMILES (Isomeric): C[C@@H](C[C@H]1C(=O)N([C@](C(=O)N1C)(C[C@H](C)C(Cl)(Cl)Cl)O)C)C(Cl)(Cl)Cl
• InChI: InChI=1S/C14H20Cl6N2O3/c1-7(13(15,16)17)5-9-10(23)22(4)12(25,11(24)21(9)3)6-8(2)14(18,19)20/h7-9,25H,5-6H2,1-4H3/t7-,8-,9-,12+/m0/s1
• InChI Key: SCZVSPHRZSPBCV-PHGLEFOZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀Cl₆N₂O₃
• Molecular Weight: 477.00 g/mol
• Exact Mass: 475.957559 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	-	0.5348	53.48%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5690	56.90%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9071	90.71%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8847	88.47%
P-glycoprotein inhibitior	-	0.8158	81.58%
P-glycoprotein substrate	-	0.8086	80.86%
CYP3A4 substrate	+	0.5322	53.22%
CYP2C9 substrate	-	0.5973	59.73%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8974	89.74%
CYP2C9 inhibition	-	0.8635	86.35%
CYP2C19 inhibition	-	0.7878	78.78%
CYP2D6 inhibition	-	0.9333	93.33%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	-	0.9524	95.24%
CYP inhibitory promiscuity	-	0.9607	96.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7119	71.19%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9611	96.11%
Skin irritation	-	0.7395	73.95%
Skin corrosion	-	0.8776	87.76%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7801	78.01%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.7551	75.51%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7337	73.37%
Nephrotoxicity	+	0.7179	71.79%
Acute Oral Toxicity (c)	III	0.6266	62.66%
Estrogen receptor binding	+	0.6000	60.00%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	+	0.7526	75.26%
Glucocorticoid receptor binding	-	0.5235	52.35%
Aromatase binding	-	0.5394	53.94%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8825	88.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.8781	87.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.20%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.34%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL4208	P20618	Proteasome component C5	86.40%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.80%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.27%	85.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.15%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21775044
• LOTUS: LTS0106025
• wikiData: Q105250533