N-[4-[[2-(2-hydroxy-4,6-dimethoxybenzoyl)-4-(4-methoxyphenyl)-4-oxo-3-phenylbutanoyl]amino]butyl]benzamide

Details

• Internal ID: 357c795d-bfc4-4f2d-9e65-dd5d0837da00
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: N-[4-[[2-(2-hydroxy-4,6-dimethoxybenzoyl)-4-(4-methoxyphenyl)-4-oxo-3-phenylbutanoyl]amino]butyl]benzamide
• SMILES (Canonical): COC1=CC=C(C=C1)C(=O)C(C2=CC=CC=C2)C(C(=O)C3=C(C=C(C=C3OC)OC)O)C(=O)NCCCCNC(=O)C4=CC=CC=C4
• SMILES (Isomeric): COC1=CC=C(C=C1)C(=O)C(C2=CC=CC=C2)C(C(=O)C3=C(C=C(C=C3OC)OC)O)C(=O)NCCCCNC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C37H38N2O8/c1-45-27-18-16-25(17-19-27)34(41)31(24-12-6-4-7-13-24)33(35(42)32-29(40)22-28(46-2)23-30(32)47-3)37(44)39-21-11-10-20-38-36(43)26-14-8-5-9-15-26/h4-9,12-19,22-23,31,33,40H,10-11,20-21H2,1-3H3,(H,38,43)(H,39,44)
• InChI Key: LWSABSBGRCFVDI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₈N₂O₈
• Molecular Weight: 638.70 g/mol
• Exact Mass: 638.26281617 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9170	91.70%
Caco-2	-	0.8470	84.70%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9175	91.75%
OATP2B1 inhibitior	+	0.7219	72.19%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9489	94.89%
P-glycoprotein inhibitior	+	0.8913	89.13%
P-glycoprotein substrate	+	0.7717	77.17%
CYP3A4 substrate	+	0.6099	60.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	+	0.7379	73.79%
CYP2C9 inhibition	-	0.7732	77.32%
CYP2C19 inhibition	-	0.6658	66.58%
CYP2D6 inhibition	-	0.5635	56.35%
CYP1A2 inhibition	-	0.6560	65.60%
CYP2C8 inhibition	+	0.7616	76.16%
CYP inhibitory promiscuity	-	0.8165	81.65%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.6857	68.57%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9389	93.89%
Skin irritation	-	0.8019	80.19%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6771	67.71%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6323	63.23%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.7417	74.17%
Acute Oral Toxicity (c)	III	0.7416	74.16%
Estrogen receptor binding	+	0.7826	78.26%
Androgen receptor binding	+	0.8456	84.56%
Thyroid receptor binding	+	0.5714	57.14%
Glucocorticoid receptor binding	+	0.6956	69.56%
Aromatase binding	-	0.5911	59.11%
PPAR gamma	+	0.7398	73.98%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7822	78.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.75%	91.11%
CHEMBL4208	P20618	Proteasome component C5	96.84%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.76%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.03%	95.56%
CHEMBL2535	P11166	Glucose transporter	95.77%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	95.31%	90.20%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	93.22%	87.67%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	91.51%	96.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.67%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.21%	86.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.00%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.74%	96.00%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	88.60%	89.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.88%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.72%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.92%	94.08%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.44%	85.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.25%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	83.22%	94.73%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.55%	89.44%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.50%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.03%	97.21%

Plants that contains it

• Aglaia foveolata

Cross-Links

• PubChem: 162938714
• LOTUS: LTS0233338
• wikiData: Q105158547