6-Benzyl-3-methoxyfuro[2,3-b]pyrrol-4-ol

Details

• Internal ID: 416b46b6-ee4c-465c-a58a-20afb63cbe83
• Taxonomy: Organoheterocyclic compounds > Furopyrroles
• IUPAC Name: 6-benzyl-3-methoxyfuro[2,3-b]pyrrol-4-ol
• SMILES (Canonical): COC1=COC2=C1C(=CN2CC3=CC=CC=C3)O
• SMILES (Isomeric): COC1=COC2=C1C(=CN2CC3=CC=CC=C3)O
• InChI: InChI=1S/C14H13NO3/c1-17-12-9-18-14-13(12)11(16)8-15(14)7-10-5-3-2-4-6-10/h2-6,8-9,16H,7H2,1H3
• InChI Key: QZCIEKKDOQKJCZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₃NO₃
• Molecular Weight: 243.26 g/mol
• Exact Mass: 243.08954328 g/mol
• Topological Polar Surface Area (TPSA): 47.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• 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	+	0.8956	89.56%
Caco-2	+	0.8298	82.98%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6092	60.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5491	54.91%
P-glycoprotein inhibitior	-	0.7345	73.45%
P-glycoprotein substrate	-	0.9089	90.89%
CYP3A4 substrate	-	0.5181	51.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7474	74.74%
CYP3A4 inhibition	-	0.8218	82.18%
CYP2C9 inhibition	-	0.7229	72.29%
CYP2C19 inhibition	+	0.5058	50.58%
CYP2D6 inhibition	-	0.8097	80.97%
CYP1A2 inhibition	+	0.7572	75.72%
CYP2C8 inhibition	-	0.5576	55.76%
CYP inhibitory promiscuity	+	0.5949	59.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Non-required	0.4696	46.96%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.6341	63.41%
Skin irritation	-	0.7791	77.91%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4347	43.47%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7677	76.77%
Nephrotoxicity	-	0.6787	67.87%
Acute Oral Toxicity (c)	III	0.7462	74.62%
Estrogen receptor binding	+	0.6285	62.85%
Androgen receptor binding	+	0.5725	57.25%
Thyroid receptor binding	-	0.4893	48.93%
Glucocorticoid receptor binding	+	0.5555	55.55%
Aromatase binding	+	0.7373	73.73%
PPAR gamma	+	0.6436	64.36%
Honey bee toxicity	-	0.8708	87.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6751	67.51%
Fish aquatic toxicity	-	0.8726	87.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.05%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.90%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.96%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.56%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46867922
• LOTUS: LTS0235164
• wikiData: Q104196373