[2-Chloro-4-(5-penta-1,3-diynylthiophen-2-yl)but-3-ynyl] 2-methylbut-2-enoate

Details

• Internal ID: e3453cec-98b0-4230-9cc7-6c46376ae73e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [2-chloro-4-(5-penta-1,3-diynylthiophen-2-yl)but-3-ynyl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC(C#CC1=CC=C(S1)C#CC#CC)Cl
• SMILES (Isomeric): CC=C(C)C(=O)OCC(C#CC1=CC=C(S1)C#CC#CC)Cl
• InChI: InChI=1S/C18H15ClO2S/c1-4-6-7-8-16-11-12-17(22-16)10-9-15(19)13-21-18(20)14(3)5-2/h5,11-12,15H,13H2,1-3H3
• InChI Key: KCKLGAFEWGJTHI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅ClO₂S
• Molecular Weight: 330.80 g/mol
• Exact Mass: 330.0481286 g/mol
• Topological Polar Surface Area (TPSA): 54.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.59
• H-Bond Acceptor: 3
• 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	+	0.9969	99.69%
Caco-2	+	0.5332	53.32%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6049	60.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7978	79.78%
P-glycoprotein inhibitior	-	0.7846	78.46%
P-glycoprotein substrate	-	0.8541	85.41%
CYP3A4 substrate	+	0.5630	56.30%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.7082	70.82%
CYP2C9 inhibition	+	0.5298	52.98%
CYP2C19 inhibition	+	0.6246	62.46%
CYP2D6 inhibition	-	0.8720	87.20%
CYP1A2 inhibition	+	0.5806	58.06%
CYP2C8 inhibition	-	0.7500	75.00%
CYP inhibitory promiscuity	+	0.8765	87.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6224	62.24%
Carcinogenicity (trinary)	Non-required	0.5063	50.63%
Eye corrosion	-	0.7721	77.21%
Eye irritation	-	0.9819	98.19%
Skin irritation	-	0.6713	67.13%
Skin corrosion	-	0.8382	83.82%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7527	75.27%
Micronuclear	-	0.7567	75.67%
Hepatotoxicity	+	0.7660	76.60%
skin sensitisation	+	0.6100	61.00%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5797	57.97%
Acute Oral Toxicity (c)	III	0.6199	61.99%
Estrogen receptor binding	+	0.7213	72.13%
Androgen receptor binding	+	0.5667	56.67%
Thyroid receptor binding	+	0.6379	63.79%
Glucocorticoid receptor binding	+	0.5627	56.27%
Aromatase binding	+	0.6534	65.34%
PPAR gamma	+	0.5841	58.41%
Honey bee toxicity	-	0.7654	76.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5408	54.08%
Fish aquatic toxicity	+	0.9906	99.06%

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%
CHEMBL221	P23219	Cyclooxygenase-1	92.62%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	92.48%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.69%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.79%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.91%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.18%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.17%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.84%	95.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.41%	94.08%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.66%	86.92%

Plants that contains it

• Pluchea dioscoridis

Cross-Links

• PubChem: 162977145
• LOTUS: LTS0070054
• wikiData: Q105138798