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

Details

• Internal ID: c0298828-db9d-4491-848e-0b4b4418b469
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Butyrophenones
• IUPAC Name: (3R)-3-methoxy-1-(4-methoxy-1-benzofuran-5-yl)-3-phenylpropan-1-one
• SMILES (Canonical): COC1=C(C=CC2=C1C=CO2)C(=O)CC(C3=CC=CC=C3)OC
• SMILES (Isomeric): COC1=C(C=CC2=C1C=CO2)C(=O)C[C@H](C3=CC=CC=C3)OC
• InChI: InChI=1S/C19H18O4/c1-21-18(13-6-4-3-5-7-13)12-16(20)14-8-9-17-15(10-11-23-17)19(14)22-2/h3-11,18H,12H2,1-2H3/t18-/m1/s1
• InChI Key: AADNEQWIZKTMBL-GOSISDBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₄
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.12050905 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 4
• 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	+	0.8729	87.29%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6389	63.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9146	91.46%
OATP1B3 inhibitior	+	0.9810	98.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4520	45.20%
P-glycoprotein inhibitior	+	0.7008	70.08%
P-glycoprotein substrate	-	0.8691	86.91%
CYP3A4 substrate	-	0.5221	52.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7103	71.03%
CYP3A4 inhibition	-	0.5837	58.37%
CYP2C9 inhibition	+	0.6585	65.85%
CYP2C19 inhibition	+	0.9056	90.56%
CYP2D6 inhibition	-	0.8024	80.24%
CYP1A2 inhibition	+	0.9596	95.96%
CYP2C8 inhibition	-	0.7854	78.54%
CYP inhibitory promiscuity	+	0.8955	89.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5211	52.11%
Eye corrosion	-	0.9743	97.43%
Eye irritation	-	0.9443	94.43%
Skin irritation	-	0.7833	78.33%
Skin corrosion	-	0.9767	97.67%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8895	88.95%
Micronuclear	+	0.5518	55.18%
Hepatotoxicity	-	0.5341	53.41%
skin sensitisation	-	0.8039	80.39%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7005	70.05%
Acute Oral Toxicity (c)	III	0.5306	53.06%
Estrogen receptor binding	+	0.9099	90.99%
Androgen receptor binding	+	0.6911	69.11%
Thyroid receptor binding	-	0.5274	52.74%
Glucocorticoid receptor binding	+	0.7743	77.43%
Aromatase binding	+	0.8127	81.27%
PPAR gamma	+	0.5309	53.09%
Honey bee toxicity	-	0.7871	78.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9677	96.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.11%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.84%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.60%	85.14%
CHEMBL2535	P11166	Glucose transporter	85.35%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.91%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.49%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.46%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.41%	94.73%

Plants that contains it

• Pongamia pinnata

Cross-Links

• PubChem: 26183528
• LOTUS: LTS0214965
• wikiData: Q104907846