[(2R)-1-chloro-4-(5-penta-1,3-diynylthiophen-2-yl)but-3-yn-2-yl] acetate

Details

• Internal ID: 891e0bf4-40bc-40d9-a20b-201cb83b7b10
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: [(2R)-1-chloro-4-(5-penta-1,3-diynylthiophen-2-yl)but-3-yn-2-yl] acetate
• SMILES (Canonical): CC#CC#CC1=CC=C(S1)C#CC(CCl)OC(=O)C
• SMILES (Isomeric): CC#CC#CC1=CC=C(S1)C#C[C@H](CCl)OC(=O)C
• InChI: InChI=1S/C15H11ClO2S/c1-3-4-5-6-14-9-10-15(19-14)8-7-13(11-16)18-12(2)17/h9-10,13H,11H2,1-2H3/t13-/m1/s1
• InChI Key: OZKKMOZMJCLWDB-CYBMUJFWSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.5481	54.81%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7878	78.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9507	95.07%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6907	69.07%
P-glycoprotein inhibitior	-	0.8518	85.18%
P-glycoprotein substrate	-	0.8898	88.98%
CYP3A4 substrate	+	0.5353	53.53%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.6173	61.73%
CYP2C9 inhibition	-	0.6243	62.43%
CYP2C19 inhibition	+	0.5526	55.26%
CYP2D6 inhibition	-	0.8567	85.67%
CYP1A2 inhibition	+	0.5528	55.28%
CYP2C8 inhibition	-	0.8708	87.08%
CYP inhibitory promiscuity	+	0.7451	74.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5299	52.99%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	+	0.5578	55.78%
Eye irritation	-	0.9619	96.19%
Skin irritation	-	0.6509	65.09%
Skin corrosion	-	0.7849	78.49%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6580	65.80%
Micronuclear	-	0.7541	75.41%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	+	0.6297	62.97%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5661	56.61%
Acute Oral Toxicity (c)	II	0.5370	53.70%
Estrogen receptor binding	+	0.7726	77.26%
Androgen receptor binding	+	0.6588	65.88%
Thyroid receptor binding	+	0.5585	55.85%
Glucocorticoid receptor binding	+	0.6241	62.41%
Aromatase binding	+	0.6864	68.64%
PPAR gamma	+	0.5748	57.48%
Honey bee toxicity	-	0.8434	84.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6060	60.60%
Fish aquatic toxicity	+	0.8475	84.75%

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	97.93%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.89%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.00%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.28%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.82%	91.11%

Plants that contains it

• Eclipta prostrata

Cross-Links

• PubChem: 162902471
• LOTUS: LTS0267183
• wikiData: Q105203882