Thiophene B

Details

• Internal ID: 611cfd66-2297-4b98-b610-92c8278892f9
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: 2-but-3-en-1-ynyl-5-penta-1,3-diynylthiophene
• SMILES (Canonical): CC#CC#CC1=CC=C(S1)C#CC=C
• SMILES (Isomeric): CC#CC#CC1=CC=C(S1)C#CC=C
• InChI: InChI=1S/C13H8S/c1-3-5-7-9-13-11-10-12(14-13)8-6-4-2/h4,10-11H,2H2,1H3
• InChI Key: ANIAOEHACLPLEY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈S
• Molecular Weight: 196.27 g/mol
• Exact Mass: 196.03467143 g/mol
• Topological Polar Surface Area (TPSA): 28.20 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• SCHEMBL22763660
• 2-(but-3-en-1-ynyl)-5-(penta-1,3-diynyl)-thiophene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6538	65.38%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4708	47.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9347	93.47%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8105	81.05%
P-glycoprotein inhibitior	-	0.9470	94.70%
P-glycoprotein substrate	-	0.9532	95.32%
CYP3A4 substrate	-	0.6267	62.67%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8104	81.04%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5917	59.17%
CYP2D6 inhibition	-	0.8194	81.94%
CYP1A2 inhibition	-	0.5849	58.49%
CYP2C8 inhibition	-	0.8774	87.74%
CYP inhibitory promiscuity	+	0.8056	80.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6317	63.17%
Carcinogenicity (trinary)	Danger	0.4188	41.88%
Eye corrosion	+	0.8553	85.53%
Eye irritation	-	0.5610	56.10%
Skin irritation	+	0.7152	71.52%
Skin corrosion	-	0.6372	63.72%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6514	65.14%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	+	0.8015	80.15%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5219	52.19%
Acute Oral Toxicity (c)	III	0.8170	81.70%
Estrogen receptor binding	-	0.7325	73.25%
Androgen receptor binding	+	0.5432	54.32%
Thyroid receptor binding	-	0.5922	59.22%
Glucocorticoid receptor binding	+	0.5962	59.62%
Aromatase binding	+	0.7081	70.81%
PPAR gamma	-	0.5233	52.33%
Honey bee toxicity	-	0.8506	85.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9790	97.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	92.16%	96.42%
CHEMBL2487	P05067	Beta amyloid A4 protein	91.28%	96.74%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.91%	85.30%
CHEMBL1951	P21397	Monoamine oxidase A	84.93%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	82.13%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	82.03%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.72%	95.56%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	80.64%	81.58%

Plants that contains it

• Allium ampeloprasum
• Ambrosia chamissonis
• Ambrosia trifida
• Blainvillea acmella
• Centaurea cineraria subsp. cineraria
• Chaenactis douglasii
• Dahlia tubulata
• Neurolaena lobata
• Pterocaulon lanatum
• Rudbeckia mollis
• Sphaeranthus kirkii var. cyathuloides

Cross-Links

• PubChem: 14262770
• NPASS: NPC186282
• LOTUS: LTS0266139
• wikiData: Q104402044