(2R)-N-[(3R)-2,6-dioxo-1-(2-phenylethyl)piperidin-3-yl]-2-methylbutanamide

Details

• Internal ID: 4a21d122-91db-425a-baa1-49e5afcb4df1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: (2R)-N-[(3R)-2,6-dioxo-1-(2-phenylethyl)piperidin-3-yl]-2-methylbutanamide
• SMILES (Canonical): CCC(C)C(=O)NC1CCC(=O)N(C1=O)CCC2=CC=CC=C2
• SMILES (Isomeric): CC[C@@H](C)C(=O)N[C@@H]1CCC(=O)N(C1=O)CCC2=CC=CC=C2
• InChI: InChI=1S/C18H24N2O3/c1-3-13(2)17(22)19-15-9-10-16(21)20(18(15)23)12-11-14-7-5-4-6-8-14/h4-8,13,15H,3,9-12H2,1-2H3,(H,19,22)/t13-,15-/m1/s1
• InChI Key: ASALPLLZVFIFMF-UKRRQHHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄N₂O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.17869263 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9724	97.24%
Caco-2	+	0.6419	64.19%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7437	74.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9088	90.88%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6064	60.64%
BSEP inhibitior	+	0.7150	71.50%
P-glycoprotein inhibitior	-	0.5082	50.82%
P-glycoprotein substrate	+	0.5991	59.91%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	0.6157	61.57%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.6281	62.81%
CYP2C9 inhibition	-	0.8156	81.56%
CYP2C19 inhibition	-	0.5509	55.09%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.9541	95.41%
CYP2C8 inhibition	-	0.9064	90.64%
CYP inhibitory promiscuity	-	0.8304	83.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6547	65.47%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9949	99.49%
Skin irritation	-	0.7832	78.32%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7938	79.38%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.6458	64.58%
skin sensitisation	-	0.9335	93.35%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8200	82.00%
Acute Oral Toxicity (c)	III	0.7279	72.79%
Estrogen receptor binding	-	0.6429	64.29%
Androgen receptor binding	+	0.5334	53.34%
Thyroid receptor binding	-	0.6341	63.41%
Glucocorticoid receptor binding	-	0.4774	47.74%
Aromatase binding	-	0.7370	73.70%
PPAR gamma	-	0.6457	64.57%
Honey bee toxicity	-	0.9490	94.90%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7711	77.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL4072	P07858	Cathepsin B	92.14%	93.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.64%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.56%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.55%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	85.86%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.01%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.51%	97.14%
CHEMBL5028	O14672	ADAM10	81.48%	97.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.88%	98.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.31%	97.64%

Plants that contains it

• Croton humilis

Cross-Links

• PubChem: 162975521
• LOTUS: LTS0245328
• wikiData: Q104917706