methyl 5-(1H-indol-5-yl)furan-3-carboxylate

Details

• Internal ID: 9c8ac21d-103b-4b9d-bdd6-bd42b33a6755
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: methyl 5-(1H-indol-5-yl)furan-3-carboxylate
• SMILES (Canonical): COC(=O)C1=COC(=C1)C2=CC3=C(C=C2)NC=C3
• SMILES (Isomeric): COC(=O)C1=COC(=C1)C2=CC3=C(C=C2)NC=C3
• InChI: InChI=1S/C14H11NO3/c1-17-14(16)11-7-13(18-8-11)10-2-3-12-9(6-10)4-5-15-12/h2-8,15H,1H3
• InChI Key: RNCDIBITYIGCRS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₁NO₃
• Molecular Weight: 241.24 g/mol
• Exact Mass: 241.07389321 g/mol
• Topological Polar Surface Area (TPSA): 55.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.8521	85.21%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5739	57.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6028	60.28%
P-glycoprotein inhibitior	-	0.8197	81.97%
P-glycoprotein substrate	-	0.8477	84.77%
CYP3A4 substrate	-	0.5280	52.80%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	-	0.8341	83.41%
CYP2C9 inhibition	-	0.7454	74.54%
CYP2C19 inhibition	+	0.6761	67.61%
CYP2D6 inhibition	-	0.9094	90.94%
CYP1A2 inhibition	+	0.8890	88.90%
CYP2C8 inhibition	+	0.7598	75.98%
CYP inhibitory promiscuity	+	0.6066	60.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.5408	54.08%
Skin irritation	-	0.7653	76.53%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7701	77.01%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.9043	90.43%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7656	76.56%
Acute Oral Toxicity (c)	III	0.6090	60.90%
Estrogen receptor binding	+	0.7478	74.78%
Androgen receptor binding	+	0.5391	53.91%
Thyroid receptor binding	+	0.5395	53.95%
Glucocorticoid receptor binding	+	0.7320	73.20%
Aromatase binding	+	0.8859	88.59%
PPAR gamma	-	0.6352	63.52%
Honey bee toxicity	-	0.9229	92.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5240	52.40%

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	94.16%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.30%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.41%	81.11%
CHEMBL2581	P07339	Cathepsin D	89.22%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	88.75%	97.79%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.07%	87.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.43%	80.96%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.32%	83.10%
CHEMBL2973	O75116	Rho-associated protein kinase 2	85.56%	96.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.51%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.94%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.61%	90.00%
CHEMBL2535	P11166	Glucose transporter	82.43%	98.75%

Plants that contains it

• Raputia praetermissa

Cross-Links

• PubChem: 162944113
• LOTUS: LTS0217814
• wikiData: Q104196764