(3S,6S)-3-benzyl-6-[(2S)-butan-2-yl]piperazine-2,5-dione

Details

• Internal ID: 273f54a0-e233-40b4-b5c8-143f340ba4d1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,6S)-3-benzyl-6-[(2S)-butan-2-yl]piperazine-2,5-dione
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)N1)CC2=CC=CC=C2
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N1)CC2=CC=CC=C2
• InChI: InChI=1S/C15H20N2O2/c1-3-10(2)13-15(19)16-12(14(18)17-13)9-11-7-5-4-6-8-11/h4-8,10,12-13H,3,9H2,1-2H3,(H,16,19)(H,17,18)/t10-,12-,13-/m0/s1
• InChI Key: FLAZKCMOQNUBTK-DRZSPHRISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀N₂O₂
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.152477885 g/mol
• Topological Polar Surface Area (TPSA): 58.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.6821	68.21%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6366	63.66%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8534	85.34%
BSEP inhibitior	+	0.6231	62.31%
P-glycoprotein inhibitior	-	0.8535	85.35%
P-glycoprotein substrate	-	0.6131	61.31%
CYP3A4 substrate	-	0.6066	60.66%
CYP2C9 substrate	+	0.5733	57.33%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	-	0.7539	75.39%
CYP2C9 inhibition	-	0.9189	91.89%
CYP2C19 inhibition	-	0.6302	63.02%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9114	91.14%
CYP inhibitory promiscuity	-	0.8660	86.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7613	76.13%
Carcinogenicity (trinary)	Non-required	0.6803	68.03%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9949	99.49%
Skin irritation	-	0.7773	77.73%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6690	66.90%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.8894	88.94%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4868	48.68%
Acute Oral Toxicity (c)	III	0.6649	66.49%
Estrogen receptor binding	-	0.5438	54.38%
Androgen receptor binding	-	0.6434	64.34%
Thyroid receptor binding	-	0.7769	77.69%
Glucocorticoid receptor binding	-	0.5763	57.63%
Aromatase binding	+	0.5946	59.46%
PPAR gamma	-	0.8159	81.59%
Honey bee toxicity	-	0.9155	91.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.5889	58.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.85%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.25%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.61%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.34%	94.45%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.60%	92.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.50%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.00%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	80.65%	94.73%

Plants that contains it

• Portulaca oleracea

Cross-Links

• PubChem: 101129992
• NPASS: NPC17624