5'-Isovaleryloxymethyl-5-(4-isovaleryloxy-but-1-ynyl)-2,2'-bithiophene

Details

• Internal ID: d3008be7-30f7-49ed-b4a1-69545d9235e2
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: 4-[5-[5-(3-methylbutanoyloxymethyl)thiophen-2-yl]thiophen-2-yl]but-3-ynyl 3-methylbutanoate
• InChI: InChI=1S/C23H28O4S2/c1-16(2)13-22(24)26-12-6-5-7-18-8-10-20(28-18)21-11-9-19(29-21)15-27-23(25)14-17(3)4/h8-11,16-17H,6,12-15H2,1-4H3
• InChI Key: KWTCTHJCQNSERL-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₄S₂
• Molecular Weight: 432.60 g/mol
• Exact Mass: 432.14290172 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.90
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• BDBM50035706
• 5'-isovaleryloxymethyl-5-(4-isovaleryloxy-but-1-ynyl)-2,2'-bithiophene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	-	0.5427	54.27%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8718	87.18%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8171	81.71%
P-glycoprotein inhibitior	+	0.6429	64.29%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	+	0.5458	54.58%
CYP2C9 substrate	-	0.7846	78.46%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.7498	74.98%
CYP2C9 inhibition	-	0.5671	56.71%
CYP2C19 inhibition	+	0.5068	50.68%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	-	0.6645	66.45%
CYP2C8 inhibition	+	0.5601	56.01%
CYP inhibitory promiscuity	-	0.5084	50.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7643	76.43%
Carcinogenicity (trinary)	Non-required	0.5958	59.58%
Eye corrosion	-	0.9385	93.85%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.8770	87.70%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8993	89.93%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5496	54.96%
skin sensitisation	-	0.7814	78.14%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5281	52.81%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.5793	57.93%
Acute Oral Toxicity (c)	III	0.6054	60.54%
Estrogen receptor binding	+	0.7290	72.90%
Androgen receptor binding	+	0.6665	66.65%
Thyroid receptor binding	+	0.6797	67.97%
Glucocorticoid receptor binding	+	0.5936	59.36%
Aromatase binding	-	0.5139	51.39%
PPAR gamma	-	0.6238	62.38%
Honey bee toxicity	-	0.9042	90.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL284	P27487	Dipeptidyl peptidase IV	750 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.61%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.53%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	85.11%	95.93%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.96%	92.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.13%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.61%	94.62%

Plants that contains it

• Eclipta prostrata

Cross-Links

• PubChem: 13939278
• LOTUS: LTS0164335
• wikiData: Q105147097