(1R)-2-chloro-1-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]ethanol

Details

• Internal ID: 66f75d4d-822a-4233-bdb8-db03dd2b8874
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: (1R)-2-chloro-1-[5-(5-prop-1-ynylthiophen-2-yl)thiophen-2-yl]ethanol
• SMILES (Canonical): CC#CC1=CC=C(S1)C2=CC=C(S2)C(CCl)O
• SMILES (Isomeric): CC#CC1=CC=C(S1)C2=CC=C(S2)[C@H](CCl)O
• InChI: InChI=1S/C13H11ClOS2/c1-2-3-9-4-5-12(16-9)13-7-6-11(17-13)10(15)8-14/h4-7,10,15H,8H2,1H3/t10-/m0/s1
• InChI Key: IGVMEXFYGCEVQU-JTQLQIEISA-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): 4.12
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.6690	66.90%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9216	92.16%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5627	56.27%
P-glycoprotein inhibitior	-	0.9683	96.83%
P-glycoprotein substrate	-	0.8798	87.98%
CYP3A4 substrate	-	0.5687	56.87%
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	-	0.7993	79.93%
CYP inhibitory promiscuity	+	0.6089	60.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6117	61.17%
Carcinogenicity (trinary)	Danger	0.4920	49.20%
Eye corrosion	-	0.8580	85.80%
Eye irritation	-	0.9612	96.12%
Skin irritation	-	0.6054	60.54%
Skin corrosion	-	0.6628	66.28%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6543	65.43%
Micronuclear	-	0.6956	69.56%
Hepatotoxicity	+	0.6784	67.84%
skin sensitisation	-	0.5869	58.69%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5920	59.20%
Acute Oral Toxicity (c)	II	0.6050	60.50%
Estrogen receptor binding	+	0.8485	84.85%
Androgen receptor binding	+	0.5224	52.24%
Thyroid receptor binding	+	0.6214	62.14%
Glucocorticoid receptor binding	+	0.7468	74.68%
Aromatase binding	+	0.6426	64.26%
PPAR gamma	+	0.6062	60.62%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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	95.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.10%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.41%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	85.54%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.28%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.91%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.05%	85.30%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.03%	90.24%

Plants that contains it

• Cratystylis conocephala
• Epaltes brasiliensis

Cross-Links

• PubChem: 86311096
• LOTUS: LTS0150121
• wikiData: Q105112828