2-Chloro-4-[5-(penta-1,3-diyn-1-yl)thiophen-2-yl]but-3-yn-1-yl acetate

Details

• Internal ID: 79d3568d-b0a2-4147-bf32-b4a335768a3b
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: [2-chloro-4-(5-penta-1,3-diynylthiophen-2-yl)but-3-ynyl] acetate
• SMILES (Canonical): CC#CC#CC1=CC=C(S1)C#CC(COC(=O)C)Cl
• SMILES (Isomeric): CC#CC#CC1=CC=C(S1)C#CC(COC(=O)C)Cl
• InChI: InChI=1S/C15H11ClO2S/c1-3-4-5-6-14-9-10-15(19-14)8-7-13(16)11-18-12(2)17/h9-10,13H,11H2,1-2H3
• InChI Key: ATXWWAJKDXZDBZ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁ClO₂S
• Molecular Weight: 290.80 g/mol
• Exact Mass: 290.0168285 g/mol
• Topological Polar Surface Area (TPSA): 54.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 2-Chloro-4-[5-(penta-1,3-diyn-1-yl)thiophen-2-yl]but-3-yn-1-yl acetate
• [2-chloro-4-(5-penta-1,3-diynylthiophen-2-yl)but-3-ynyl] acetate
• CHEMBL2252908
• DTXSID00516530

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5189	51.89%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6754	67.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9297	92.97%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6180	61.80%
P-glycoprotein inhibitior	-	0.8795	87.95%
P-glycoprotein substrate	-	0.8760	87.60%
CYP3A4 substrate	+	0.5320	53.20%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.8232	82.32%
CYP2C9 inhibition	-	0.5587	55.87%
CYP2C19 inhibition	+	0.5955	59.55%
CYP2D6 inhibition	-	0.8670	86.70%
CYP1A2 inhibition	+	0.6565	65.65%
CYP2C8 inhibition	-	0.8153	81.53%
CYP inhibitory promiscuity	+	0.6171	61.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6211	62.11%
Carcinogenicity (trinary)	Non-required	0.6121	61.21%
Eye corrosion	+	0.6403	64.03%
Eye irritation	-	0.9574	95.74%
Skin irritation	-	0.6064	60.64%
Skin corrosion	-	0.7930	79.30%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8352	83.52%
Hepatotoxicity	+	0.6734	67.34%
skin sensitisation	+	0.6284	62.84%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.5280	52.80%
Acute Oral Toxicity (c)	III	0.6110	61.10%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	+	0.5517	55.17%
Thyroid receptor binding	-	0.4937	49.37%
Glucocorticoid receptor binding	+	0.5863	58.63%
Aromatase binding	+	0.7111	71.11%
PPAR gamma	+	0.6236	62.36%
Honey bee toxicity	-	0.8444	84.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6209	62.09%
Fish aquatic toxicity	+	0.9796	97.96%

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	96.72%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.70%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.50%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.37%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.09%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.02%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.98%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.75%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.05%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.03%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.50%	95.56%

Plants that contains it

• Pluchea dioscoridis

Cross-Links

• PubChem: 13051301
• LOTUS: LTS0001970
• wikiData: Q82377998