(1S)-1-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]ethane-1,2-diol

Details

• Internal ID: 265e7941-323b-4689-bdd0-836fd3fe291c
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: (1S)-1-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]ethane-1,2-diol
• SMILES (Canonical): CC#CC1=CC=C(S1)C2=CC=C(S2)C(CO)O
• SMILES (Isomeric): CC#CC1=CC=C(S1)C2=CC=C(S2)[C@H](CO)O
• InChI: InChI=1S/C13H12O2S2/c1-2-3-9-4-5-12(16-9)13-7-6-11(17-13)10(15)8-14/h4-7,10,14-15H,8H2,1H3/t10-/m0/s1
• InChI Key: RVVLUQPXASICPK-JTQLQIEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₂S₂
• Molecular Weight: 264.40 g/mol
• Exact Mass: 264.02787197 g/mol
• Topological Polar Surface Area (TPSA): 96.90 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9705	97.05%
Caco-2	-	0.7481	74.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7061	70.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8373	83.73%
P-glycoprotein inhibitior	-	0.9776	97.76%
P-glycoprotein substrate	-	0.8866	88.66%
CYP3A4 substrate	-	0.6227	62.27%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7823	78.23%
CYP3A4 inhibition	-	0.8351	83.51%
CYP2C9 inhibition	-	0.7033	70.33%
CYP2C19 inhibition	-	0.6846	68.46%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	-	0.6572	65.72%
CYP2C8 inhibition	-	0.8576	85.76%
CYP inhibitory promiscuity	+	0.5395	53.95%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7617	76.17%
Carcinogenicity (trinary)	Non-required	0.4768	47.68%
Eye corrosion	-	0.9365	93.65%
Eye irritation	-	0.9495	94.95%
Skin irritation	-	0.6933	69.33%
Skin corrosion	-	0.8837	88.37%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	+	0.5054	50.54%
skin sensitisation	-	0.6119	61.19%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7493	74.93%
Acute Oral Toxicity (c)	III	0.4876	48.76%
Estrogen receptor binding	+	0.6630	66.30%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5550	55.50%
Glucocorticoid receptor binding	+	0.6844	68.44%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.5933	59.33%
Honey bee toxicity	-	0.9449	94.49%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.6982	69.82%

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	95.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.66%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.21%	91.11%

Plants that contains it

• Arctium lappa
• Senecio chionophilus

Cross-Links

• PubChem: 76956417
• LOTUS: LTS0188076
• wikiData: Q105036312