4-([2,2'-Bithiophen]-5-yl)but-3-yne-1,2-diol

Details

• Internal ID: bc7e1f96-f159-453e-939d-7f2a2bb0a2cc
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: 4-(5-thiophen-2-ylthiophen-2-yl)but-3-yne-1,2-diol
• SMILES (Canonical): C1=CSC(=C1)C2=CC=C(S2)C#CC(CO)O
• SMILES (Isomeric): C1=CSC(=C1)C2=CC=C(S2)C#CC(CO)O
• InChI: InChI=1S/C12H10O2S2/c13-8-9(14)3-4-10-5-6-12(16-10)11-2-1-7-15-11/h1-2,5-7,9,13-14H,8H2
• InChI Key: IMAVIDBJKACAND-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀O₂S₂
• Molecular Weight: 250.30 g/mol
• Exact Mass: 250.01222190 g/mol
• Topological Polar Surface Area (TPSA): 96.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 1211-45-6
• 4-(5-thiophen-2-ylthiophen-2-yl)but-3-yne-1,2-diol
• SCHEMBL498602
• DTXSID80557148
• CHEBI:185990
• IMAVIDBJKACAND-UHFFFAOYSA-N
• LMFA12000362
• 5-(3,4-dihydroxy-1-butynyl)-2,2'-bithienyl
• 5-(3,4-dihydroxy-1-butynyl)2,2-bithiophene
• 5-(3,4-dihydroxy-1-butynyl)-2,2-bithiophene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9661	96.61%
Caco-2	-	0.6800	68.00%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6980	69.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8664	86.64%
P-glycoprotein inhibitior	-	0.9801	98.01%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	-	0.6052	60.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7729	77.29%
CYP3A4 inhibition	-	0.8636	86.36%
CYP2C9 inhibition	-	0.7420	74.20%
CYP2C19 inhibition	-	0.7053	70.53%
CYP2D6 inhibition	-	0.8807	88.07%
CYP1A2 inhibition	-	0.6539	65.39%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	+	0.5557	55.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7617	76.17%
Carcinogenicity (trinary)	Non-required	0.4727	47.27%
Eye corrosion	-	0.9122	91.22%
Eye irritation	-	0.7541	75.41%
Skin irritation	-	0.6326	63.26%
Skin corrosion	-	0.8387	83.87%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3623	36.23%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.5142	51.42%
skin sensitisation	-	0.5702	57.02%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9059	90.59%
Acute Oral Toxicity (c)	II	0.5224	52.24%
Estrogen receptor binding	-	0.5123	51.23%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6649	66.49%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7651	76.51%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.7039	70.39%

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	93.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.59%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	87.96%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.63%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.84%	90.17%
CHEMBL4208	P20618	Proteasome component C5	82.99%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.05%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.71%	93.81%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.37%	94.62%

Plants that contains it

• Bidens pilosa
• Bishopanthus soliceps
• Echinops latifolius
• Eleutherococcus brachypus
• Nassauvia revoluta
• Senecio pseudotites

Cross-Links

• PubChem: 14186845
• LOTUS: LTS0251897
• wikiData: Q105349176