5-Ethenyl-5'-(1-propenyl)-2,2'-bithiophene

Details

• Internal ID: 58af5a97-bdd6-42b1-992e-5c99fb52aacc
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: 2-ethenyl-5-[5-[(E)-prop-1-enyl]thiophen-2-yl]thiophene
• SMILES (Canonical): CC=CC1=CC=C(S1)C2=CC=C(S2)C=C
• SMILES (Isomeric): C/C=C/C1=CC=C(S1)C2=CC=C(S2)C=C
• InChI: InChI=1S/C13H12S2/c1-3-5-11-7-9-13(15-11)12-8-6-10(4-2)14-12/h3-9H,2H2,1H3/b5-3+
• InChI Key: WZNYJLRTUVEHOF-HWKANZROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂S₂
• Molecular Weight: 232.40 g/mol
• Exact Mass: 232.03804273 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 5-Ethenyl-5'-[(E)-1-propenyl]-2,2'-bithiophene

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.9448	94.48%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4058	40.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5421	54.21%
P-glycoprotein inhibitior	-	0.9541	95.41%
P-glycoprotein substrate	-	0.9443	94.43%
CYP3A4 substrate	-	0.6792	67.92%
CYP2C9 substrate	+	0.8100	81.00%
CYP2D6 substrate	-	0.7790	77.90%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	-	0.5779	57.79%
CYP2C19 inhibition	+	0.6319	63.19%
CYP2D6 inhibition	-	0.7812	78.12%
CYP1A2 inhibition	-	0.5742	57.42%
CYP2C8 inhibition	-	0.8720	87.20%
CYP inhibitory promiscuity	+	0.8177	81.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6917	69.17%
Carcinogenicity (trinary)	Danger	0.3777	37.77%
Eye corrosion	+	0.4550	45.50%
Eye irritation	+	0.9257	92.57%
Skin irritation	+	0.5408	54.08%
Skin corrosion	-	0.8270	82.70%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4154	41.54%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	+	0.6794	67.94%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6029	60.29%
Acute Oral Toxicity (c)	III	0.8569	85.69%
Estrogen receptor binding	+	0.8476	84.76%
Androgen receptor binding	-	0.5098	50.98%
Thyroid receptor binding	+	0.7051	70.51%
Glucocorticoid receptor binding	+	0.6300	63.00%
Aromatase binding	+	0.8336	83.36%
PPAR gamma	+	0.6461	64.61%
Honey bee toxicity	-	0.9099	90.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9879	98.79%

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	89.07%	96.09%
CHEMBL2487	P05067	Beta amyloid A4 protein	88.69%	96.74%
CHEMBL2581	P07339	Cathepsin D	88.57%	98.95%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	87.52%	95.42%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.43%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.74%	96.00%

Plants that contains it

• Allium ampeloprasum
• Dahlia tubulata

Cross-Links

• PubChem: 14704544
• NPASS: NPC106266
• LOTUS: LTS0176557
• wikiData: Q105323351