2-phenyl-N-[4-[(2-phenylacetyl)amino]butyl]acetamide

Details

• Internal ID: 6661331e-6829-4e7b-902a-523903a81e1b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylacetamides
• IUPAC Name: 2-phenyl-N-[4-[(2-phenylacetyl)amino]butyl]acetamide
• SMILES (Canonical): C1=CC=C(C=C1)CC(=O)NCCCCNC(=O)CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)CC(=O)NCCCCNC(=O)CC2=CC=CC=C2
• InChI: InChI=1S/C20H24N2O2/c23-19(15-17-9-3-1-4-10-17)21-13-7-8-14-22-20(24)16-18-11-5-2-6-12-18/h1-6,9-12H,7-8,13-16H2,(H,21,23)(H,22,24)
• InChI Key: GYLIXRZGMBZSMD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₂
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.183778013 g/mol
• Topological Polar Surface Area (TPSA): 58.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• Aglaiduline
• CHEMBL2314223
• SCHEMBL10585628
• STK429212
• AKOS003243716
• N,N'-butane-1,4-diylbis(2-phenylacetamide)
• SR-01000205191
• SR-01000205191-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9339	93.39%
Caco-2	-	0.5637	56.37%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8041	80.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9491	94.91%
OATP1B3 inhibitior	+	0.9491	94.91%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7351	73.51%
P-glycoprotein inhibitior	+	0.6622	66.22%
P-glycoprotein substrate	-	0.8480	84.80%
CYP3A4 substrate	-	0.6807	68.07%
CYP2C9 substrate	-	0.6071	60.71%
CYP2D6 substrate	-	0.7725	77.25%
CYP3A4 inhibition	+	0.6410	64.10%
CYP2C9 inhibition	-	0.7711	77.11%
CYP2C19 inhibition	-	0.6698	66.98%
CYP2D6 inhibition	-	0.6790	67.90%
CYP1A2 inhibition	-	0.8048	80.48%
CYP2C8 inhibition	-	0.8876	88.76%
CYP inhibitory promiscuity	-	0.6154	61.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6893	68.93%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.8311	83.11%
Skin corrosion	-	0.9650	96.50%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7995	79.95%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9542	95.42%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6605	66.05%
Acute Oral Toxicity (c)	III	0.7532	75.32%
Estrogen receptor binding	+	0.7424	74.24%
Androgen receptor binding	-	0.5786	57.86%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	-	0.7228	72.28%
Aromatase binding	+	0.6143	61.43%
PPAR gamma	+	0.6672	66.72%
Honey bee toxicity	-	0.9856	98.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.6474	64.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.61%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.18%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.40%	91.11%
CHEMBL3902	P09211	Glutathione S-transferase Pi	88.50%	93.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.08%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.94%	96.09%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	83.95%	96.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.94%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.57%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.61%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	80.70%	83.82%
CHEMBL3891	P07384	Calpain 1	80.14%	93.04%

Plants that contains it

• Aglaia edulis
• Aglaia leptantha

Cross-Links

• PubChem: 2162324
• LOTUS: LTS0224818
• wikiData: Q105023881