5-[4-(methoxymethyl)furan-2-yl]-1H-indole

Details

• Internal ID: c7d2f3d0-998d-4862-be64-bf7903f1d553
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 5-[4-(methoxymethyl)furan-2-yl]-1H-indole
• SMILES (Canonical): COCC1=COC(=C1)C2=CC3=C(C=C2)NC=C3
• SMILES (Isomeric): COCC1=COC(=C1)C2=CC3=C(C=C2)NC=C3
• InChI: InChI=1S/C14H13NO2/c1-16-8-10-6-14(17-9-10)12-2-3-13-11(7-12)4-5-15-13/h2-7,9,15H,8H2,1H3
• InChI Key: HZYOYPAUHNXOFK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃NO₂
• Molecular Weight: 227.26 g/mol
• Exact Mass: 227.094628657 g/mol
• Topological Polar Surface Area (TPSA): 38.20 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

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	+	0.8855	88.55%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4588	45.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9192	91.92%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5565	55.65%
P-glycoprotein inhibitior	-	0.9078	90.78%
P-glycoprotein substrate	-	0.7526	75.26%
CYP3A4 substrate	-	0.5236	52.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6805	68.05%
CYP3A4 inhibition	-	0.8394	83.94%
CYP2C9 inhibition	-	0.6462	64.62%
CYP2C19 inhibition	+	0.6682	66.82%
CYP2D6 inhibition	-	0.7060	70.60%
CYP1A2 inhibition	+	0.8514	85.14%
CYP2C8 inhibition	+	0.8383	83.83%
CYP inhibitory promiscuity	+	0.6197	61.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5301	53.01%
Eye corrosion	-	0.9827	98.27%
Eye irritation	+	0.6879	68.79%
Skin irritation	-	0.7240	72.40%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9059	90.59%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7892	78.92%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7357	73.57%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.7941	79.41%
Androgen receptor binding	+	0.7396	73.96%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6438	64.38%
Aromatase binding	+	0.8973	89.73%
PPAR gamma	-	0.6329	63.29%
Honey bee toxicity	-	0.8244	82.44%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.7583	75.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.05%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.61%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.27%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.07%	85.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.18%	91.71%
CHEMBL5747	Q92793	CREB-binding protein	89.66%	95.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.77%	86.33%
CHEMBL4158	P49327	Fatty acid synthase	85.92%	82.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.72%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.01%	86.92%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.93%	80.96%

Plants that contains it

• Raputia praetermissa

Cross-Links

• PubChem: 123314473
• LOTUS: LTS0186519
• wikiData: Q104168552