1-(2-Furyl)-4-(5-acetoxymethyl-2-thienyl)-1-buten-3-yne

Details

• Internal ID: 8fc87732-d01e-4622-9c5c-cfbdb44ecef8
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: [5-[4-(furan-2-yl)but-3-en-1-ynyl]thiophen-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CC=C(S1)C#CC=CC2=CC=CO2
• SMILES (Isomeric): CC(=O)OCC1=CC=C(S1)C#CC=CC2=CC=CO2
• InChI: InChI=1S/C15H12O3S/c1-12(16)18-11-15-9-8-14(19-15)7-3-2-5-13-6-4-10-17-13/h2,4-6,8-10H,11H2,1H3
• InChI Key: AHFCUFWQGLAUPN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₃S
• Molecular Weight: 272.30 g/mol
• Exact Mass: 272.05071541 g/mol
• Topological Polar Surface Area (TPSA): 67.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.47
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	-	0.5138	51.38%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7076	70.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6415	64.15%
P-glycoprotein inhibitior	-	0.8645	86.45%
P-glycoprotein substrate	-	0.9152	91.52%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8729	87.29%
CYP2C9 inhibition	-	0.5908	59.08%
CYP2C19 inhibition	-	0.5201	52.01%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	+	0.6125	61.25%
CYP2C8 inhibition	+	0.4644	46.44%
CYP inhibitory promiscuity	+	0.8409	84.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7617	76.17%
Carcinogenicity (trinary)	Non-required	0.5206	52.06%
Eye corrosion	-	0.8994	89.94%
Eye irritation	-	0.6592	65.92%
Skin irritation	-	0.6309	63.09%
Skin corrosion	-	0.8722	87.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7655	76.55%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5358	53.58%
skin sensitisation	+	0.5275	52.75%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.6951	69.51%
Acute Oral Toxicity (c)	III	0.6517	65.17%
Estrogen receptor binding	+	0.8153	81.53%
Androgen receptor binding	-	0.5898	58.98%
Thyroid receptor binding	-	0.6186	61.86%
Glucocorticoid receptor binding	-	0.6913	69.13%
Aromatase binding	+	0.7930	79.30%
PPAR gamma	-	0.6855	68.55%
Honey bee toxicity	-	0.8366	83.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9860	98.60%

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	95.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.79%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.29%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.13%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	86.86%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.24%	96.00%
CHEMBL2581	P07339	Cathepsin D	84.51%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.70%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.48%	89.00%

Plants that contains it

• Santolina chamaecyparissus

Cross-Links

• PubChem: 72731781
• LOTUS: LTS0009104
• wikiData: Q104912218