(3R)-1-(4-methoxy-1-benzofuran-5-yl)-3-phenylpentan-1-one

Details

• Internal ID: 23c0a803-0740-4443-a17b-84c7fbda5dfa
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (3R)-1-(4-methoxy-1-benzofuran-5-yl)-3-phenylpentan-1-one
• SMILES (Canonical): CCC(CC(=O)C1=C(C2=C(C=C1)OC=C2)OC)C3=CC=CC=C3
• SMILES (Isomeric): CC[C@H](CC(=O)C1=C(C2=C(C=C1)OC=C2)OC)C3=CC=CC=C3
• InChI: InChI=1S/C20H20O3/c1-3-14(15-7-5-4-6-8-15)13-18(21)16-9-10-19-17(11-12-23-19)20(16)22-2/h4-12,14H,3,13H2,1-2H3/t14-/m1/s1
• InChI Key: XEXMYXBGTYEPEE-CQSZACIVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₃
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.14124450 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8796	87.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6599	65.99%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9822	98.22%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7680	76.80%
P-glycoprotein inhibitior	+	0.7339	73.39%
P-glycoprotein substrate	-	0.8051	80.51%
CYP3A4 substrate	-	0.5280	52.80%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.7325	73.25%
CYP3A4 inhibition	-	0.8591	85.91%
CYP2C9 inhibition	+	0.7103	71.03%
CYP2C19 inhibition	+	0.9328	93.28%
CYP2D6 inhibition	-	0.8902	89.02%
CYP1A2 inhibition	+	0.9582	95.82%
CYP2C8 inhibition	-	0.7225	72.25%
CYP inhibitory promiscuity	+	0.8944	89.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4968	49.68%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9760	97.60%
Skin irritation	-	0.7679	76.79%
Skin corrosion	-	0.9679	96.79%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9176	91.76%
Micronuclear	-	0.5182	51.82%
Hepatotoxicity	-	0.5216	52.16%
skin sensitisation	-	0.7323	73.23%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8063	80.63%
Acute Oral Toxicity (c)	III	0.5263	52.63%
Estrogen receptor binding	+	0.9297	92.97%
Androgen receptor binding	+	0.7012	70.12%
Thyroid receptor binding	-	0.5104	51.04%
Glucocorticoid receptor binding	+	0.7327	73.27%
Aromatase binding	+	0.8274	82.74%
PPAR gamma	+	0.5505	55.05%
Honey bee toxicity	-	0.7967	79.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9706	97.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL2535	P11166	Glucose transporter	89.65%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.22%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	88.33%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.92%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.20%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.37%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.44%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.02%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.94%	94.73%

Plants that contains it

• Millettia pulchra

Cross-Links

• PubChem: 118728226
• LOTUS: LTS0265120
• wikiData: Q105326820