N-[(3S)-1-[(2S)-2-hydroxy-2-phenylethyl]-2,6-dioxopiperidin-3-yl]acetamide

Details

• Internal ID: a2fb433f-ff5b-492f-9193-505065afddaa
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: N-[(3S)-1-[(2S)-2-hydroxy-2-phenylethyl]-2,6-dioxopiperidin-3-yl]acetamide
• SMILES (Canonical): CC(=O)NC1CCC(=O)N(C1=O)CC(C2=CC=CC=C2)O
• SMILES (Isomeric): CC(=O)N[C@H]1CCC(=O)N(C1=O)C[C@H](C2=CC=CC=C2)O
• InChI: InChI=1S/C15H18N2O4/c1-10(18)16-12-7-8-14(20)17(15(12)21)9-13(19)11-5-3-2-4-6-11/h2-6,12-13,19H,7-9H2,1H3,(H,16,18)/t12-,13+/m0/s1
• InChI Key: YQYLRDKSRBISRH-QWHCGFSZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈N₂O₄
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.12665706 g/mol
• Topological Polar Surface Area (TPSA): 86.70 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 4
• 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	-	0.5000	50.00%
Caco-2	+	0.6541	65.41%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8352	83.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9221	92.21%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7734	77.34%
BSEP inhibitior	-	0.6486	64.86%
P-glycoprotein inhibitior	-	0.9127	91.27%
P-glycoprotein substrate	-	0.6440	64.40%
CYP3A4 substrate	+	0.5149	51.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7895	78.95%
CYP3A4 inhibition	-	0.8456	84.56%
CYP2C9 inhibition	-	0.8300	83.00%
CYP2C19 inhibition	-	0.7510	75.10%
CYP2D6 inhibition	-	0.9066	90.66%
CYP1A2 inhibition	-	0.9848	98.48%
CYP2C8 inhibition	-	0.9227	92.27%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6266	62.66%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9953	99.53%
Skin irritation	-	0.7681	76.81%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5769	57.69%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5891	58.91%
skin sensitisation	-	0.9341	93.41%
Respiratory toxicity	+	0.9444	94.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6218	62.18%
Acute Oral Toxicity (c)	III	0.6730	67.30%
Estrogen receptor binding	-	0.6378	63.78%
Androgen receptor binding	-	0.6965	69.65%
Thyroid receptor binding	-	0.7894	78.94%
Glucocorticoid receptor binding	-	0.6150	61.50%
Aromatase binding	-	0.6965	69.65%
PPAR gamma	-	0.7365	73.65%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.5463	54.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.52%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.09%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.19%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.08%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.96%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.69%	95.89%
CHEMBL5028	O14672	ADAM10	83.53%	97.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.42%	94.23%
CHEMBL4531	P17931	Galectin-3	80.48%	96.90%

Plants that contains it

• Cordia globifera

Cross-Links

• PubChem: 46831113
• LOTUS: LTS0211379
• wikiData: Q105352648