1-Chloro-4-[5-(5-methylthiophen-2-yl)thiophen-2-yl]but-3-yn-2-ol

Details

• Internal ID: 63511947-209a-4d2d-8163-dc42e28ef934
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: 1-chloro-4-[5-(5-methylthiophen-2-yl)thiophen-2-yl]but-3-yn-2-ol
• SMILES (Canonical): CC1=CC=C(S1)C2=CC=C(S2)C#CC(CCl)O
• SMILES (Isomeric): CC1=CC=C(S1)C2=CC=C(S2)C#CC(CCl)O
• InChI: InChI=1S/C13H11ClOS2/c1-9-2-6-12(16-9)13-7-5-11(17-13)4-3-10(15)8-14/h2,5-7,10,15H,8H2,1H3
• InChI Key: BAEGSJWLQVCTIK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁ClOS₂
• Molecular Weight: 282.80 g/mol
• Exact Mass: 281.9939850 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.6815	68.15%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9436	94.36%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5713	57.13%
P-glycoprotein inhibitior	-	0.9542	95.42%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	-	0.5487	54.87%
CYP2C9 substrate	-	0.6014	60.14%
CYP2D6 substrate	-	0.7647	76.47%
CYP3A4 inhibition	-	0.8253	82.53%
CYP2C9 inhibition	-	0.5728	57.28%
CYP2C19 inhibition	+	0.5946	59.46%
CYP2D6 inhibition	-	0.7990	79.90%
CYP1A2 inhibition	+	0.5480	54.80%
CYP2C8 inhibition	-	0.6841	68.41%
CYP inhibitory promiscuity	+	0.6089	60.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6117	61.17%
Carcinogenicity (trinary)	Danger	0.4920	49.20%
Eye corrosion	-	0.8580	85.80%
Eye irritation	-	0.9475	94.75%
Skin irritation	-	0.6054	60.54%
Skin corrosion	-	0.6628	66.28%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7421	74.21%
Micronuclear	-	0.6956	69.56%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.5869	58.69%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6470	64.70%
Acute Oral Toxicity (c)	II	0.6050	60.50%
Estrogen receptor binding	+	0.6901	69.01%
Androgen receptor binding	+	0.5795	57.95%
Thyroid receptor binding	+	0.5927	59.27%
Glucocorticoid receptor binding	+	0.5934	59.34%
Aromatase binding	+	0.6889	68.89%
PPAR gamma	+	0.7317	73.17%
Honey bee toxicity	-	0.9357	93.57%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6631	66.31%

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	93.18%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.19%	98.95%
CHEMBL2039	P27338	Monoamine oxidase B	86.14%	92.51%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.06%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.05%	90.24%
CHEMBL4208	P20618	Proteasome component C5	81.72%	90.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	81.69%	93.81%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.33%	85.30%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.76%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.74%	91.11%

Plants that contains it

• Pterocaulon virgatum

Cross-Links

• PubChem: 162867420
• LOTUS: LTS0169525
• wikiData: Q104922131