(2R)-6-(5-prop-1-ynylthiophen-2-yl)hexa-3,5-diyne-1,2-diol

Details

• Internal ID: ba031143-0573-4135-a8e2-91191cc8f4e9
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: (2R)-6-(5-prop-1-ynylthiophen-2-yl)hexa-3,5-diyne-1,2-diol
• SMILES (Canonical): CC#CC1=CC=C(S1)C#CC#CC(CO)O
• SMILES (Isomeric): CC#CC1=CC=C(S1)C#CC#C[C@H](CO)O
• InChI: InChI=1S/C13H10O2S/c1-2-5-12-8-9-13(16-12)7-4-3-6-11(15)10-14/h8-9,11,14-15H,10H2,1H3/t11-/m1/s1
• InChI Key: WFTNGUFZSYFSLQ-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₀O₂S
• Molecular Weight: 230.28 g/mol
• Exact Mass: 230.04015073 g/mol
• Topological Polar Surface Area (TPSA): 68.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	-	0.8566	85.66%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6010	60.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9406	94.06%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9255	92.55%
P-glycoprotein inhibitior	-	0.9679	96.79%
P-glycoprotein substrate	-	0.8829	88.29%
CYP3A4 substrate	-	0.6415	64.15%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7823	78.23%
CYP3A4 inhibition	-	0.8344	83.44%
CYP2C9 inhibition	-	0.7181	71.81%
CYP2C19 inhibition	-	0.6701	67.01%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	-	0.6557	65.57%
CYP2C8 inhibition	-	0.8862	88.62%
CYP inhibitory promiscuity	+	0.5077	50.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7417	74.17%
Carcinogenicity (trinary)	Non-required	0.4776	47.76%
Eye corrosion	-	0.7750	77.50%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.5668	56.68%
Skin corrosion	-	0.8184	81.84%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6183	61.83%
Micronuclear	-	0.8009	80.09%
Hepatotoxicity	+	0.5142	51.42%
skin sensitisation	+	0.5724	57.24%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7772	77.72%
Acute Oral Toxicity (c)	III	0.4525	45.25%
Estrogen receptor binding	-	0.5693	56.93%
Androgen receptor binding	+	0.5436	54.36%
Thyroid receptor binding	-	0.5086	50.86%
Glucocorticoid receptor binding	+	0.5412	54.12%
Aromatase binding	+	0.6109	61.09%
PPAR gamma	+	0.5450	54.50%
Honey bee toxicity	-	0.9280	92.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.8601	86.01%

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	95.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.47%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.02%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	81.71%	94.73%

Plants that contains it

• Ambrosia artemisiifolia
• Ambrosia chamissonis
• Balsamorhiza sagittata

Cross-Links

• PubChem: 92468623
• LOTUS: LTS0258413
• wikiData: Q105304194