(3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione

Details

• Internal ID: c80ab87c-178a-4cc7-93d4-1af77c38c5fd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,6S)-3-methyl-6-propan-2-ylpiperazine-2,5-dione
• SMILES (Canonical): CC1C(=O)NC(C(=O)N1)C(C)C
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H](C(=O)N1)C(C)C
• InChI: InChI=1S/C8H14N2O2/c1-4(2)6-8(12)9-5(3)7(11)10-6/h4-6H,1-3H3,(H,9,12)(H,10,11)/t5-,6-/m0/s1
• InChI Key: ORLDMMKUTCCBSM-WDSKDSINSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₄N₂O₂
• Molecular Weight: 170.21 g/mol
• Exact Mass: 170.105527694 g/mol
• Topological Polar Surface Area (TPSA): 58.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.35
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (3S,6S)-3-Isopropyl-6-methylpiperazine-2,5-dione
• (S,S)-3-Isopropyl-6-methylpiperazine-2,5-dione
• (3S,6S)-3-methyl-6-propan-2-ylpiperazine-2,5-dione
• Cyclo(alanylvalyl)
• cyclo(alanyl-valyl)
• CHEMBL4461757
• SCHEMBL21831261
• BS-31033
• (3S,6S)-3-methyl-6-(propan-2-yl)piperazine-2,5-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	-	0.5776	57.76%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7804	78.04%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9818	98.18%
BSEP inhibitior	-	0.9491	94.91%
P-glycoprotein inhibitior	-	0.9501	95.01%
P-glycoprotein substrate	-	0.8339	83.39%
CYP3A4 substrate	-	0.6979	69.79%
CYP2C9 substrate	+	0.5963	59.63%
CYP2D6 substrate	-	0.8826	88.26%
CYP3A4 inhibition	-	0.9614	96.14%
CYP2C9 inhibition	-	0.9652	96.52%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.9779	97.79%
CYP1A2 inhibition	-	0.9672	96.72%
CYP2C8 inhibition	-	0.9905	99.05%
CYP inhibitory promiscuity	-	0.9794	97.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8323	83.23%
Carcinogenicity (trinary)	Non-required	0.7051	70.51%
Eye corrosion	-	0.9476	94.76%
Eye irritation	-	0.5412	54.12%
Skin irritation	-	0.7438	74.38%
Skin corrosion	-	0.9316	93.16%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7218	72.18%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7213	72.13%
skin sensitisation	-	0.9002	90.02%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5089	50.89%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	-	0.8644	86.44%
Androgen receptor binding	-	0.7964	79.64%
Thyroid receptor binding	-	0.7548	75.48%
Glucocorticoid receptor binding	-	0.8489	84.89%
Aromatase binding	-	0.7785	77.85%
PPAR gamma	-	0.9096	90.96%
Honey bee toxicity	-	0.9080	90.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.9083	90.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	90.60%	94.75%
CHEMBL1949	P62937	Cyclophilin A	90.46%	98.57%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.87%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.36%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.94%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.84%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	81.64%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.65%	90.71%

Plants that contains it

• Eschweilera coriacea
• Eucalyptus cladocalyx
• Peltodon longipes
• Salvadora persica

Cross-Links

• PubChem: 13783106
• NPASS: NPC194175
• LOTUS: LTS0074981
• wikiData: Q105198023