(2S)-4-(5-penta-1,3-diynylthiophen-2-yl)-2-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]but-3-yn-1-ol

Details

• Internal ID: 5d0f9173-5672-4ed5-b66a-2a1425537b87
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: (2S)-4-(5-penta-1,3-diynylthiophen-2-yl)-2-[5-(5-thiophen-2-ylthiophen-2-yl)thiophen-2-yl]but-3-yn-1-ol
• SMILES (Canonical): CC#CC#CC1=CC=C(S1)C#CC(CO)C2=CC=C(S2)C3=CC=C(S3)C4=CC=CS4
• SMILES (Isomeric): CC#CC#CC1=CC=C(S1)C#C[C@@H](CO)C2=CC=C(S2)C3=CC=C(S3)C4=CC=CS4
• InChI: InChI=1S/C25H16OS4/c1-2-3-4-6-19-10-11-20(28-19)9-8-18(17-26)21-12-13-24(29-21)25-15-14-23(30-25)22-7-5-16-27-22/h5,7,10-16,18,26H,17H2,1H3/t18-/m0/s1
• InChI Key: UPGXKYHHDLUPGW-SFHVURJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₁₆OS₄
• Molecular Weight: 460.70 g/mol
• Exact Mass: 460.00839982 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.77
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9880	98.80%
Caco-2	-	0.8413	84.13%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5984	59.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9065	90.65%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8753	87.53%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7849	78.49%
CYP3A4 substrate	+	0.5345	53.45%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.7868	78.68%
CYP3A4 inhibition	-	0.8981	89.81%
CYP2C9 inhibition	-	0.6534	65.34%
CYP2C19 inhibition	-	0.5716	57.16%
CYP2D6 inhibition	-	0.8430	84.30%
CYP1A2 inhibition	-	0.5510	55.10%
CYP2C8 inhibition	-	0.6694	66.94%
CYP inhibitory promiscuity	+	0.6422	64.22%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7117	71.17%
Carcinogenicity (trinary)	Danger	0.5220	52.20%
Eye corrosion	-	0.8290	82.90%
Eye irritation	-	0.9696	96.96%
Skin irritation	-	0.5798	57.98%
Skin corrosion	-	0.7967	79.67%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6738	67.38%
Micronuclear	-	0.5941	59.41%
Hepatotoxicity	+	0.5569	55.69%
skin sensitisation	-	0.5904	59.04%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7086	70.86%
Acute Oral Toxicity (c)	III	0.5568	55.68%
Estrogen receptor binding	+	0.7756	77.56%
Androgen receptor binding	+	0.8318	83.18%
Thyroid receptor binding	+	0.5228	52.28%
Glucocorticoid receptor binding	+	0.6431	64.31%
Aromatase binding	+	0.6243	62.43%
PPAR gamma	+	0.7241	72.41%
Honey bee toxicity	-	0.9063	90.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7537	75.37%

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	95.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.19%	95.50%
CHEMBL240	Q12809	HERG	84.84%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL4208	P20618	Proteasome component C5	83.69%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.04%	95.93%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.43%	94.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.16%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.05%	86.33%

Plants that contains it

• Echinops transiliensis

Cross-Links

• PubChem: 162867386
• LOTUS: LTS0247473
• wikiData: Q105276800