Texaline

Details

• Internal ID: 5240c5e4-3db7-4574-a066-744121e5f57c
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: 5-(1,3-benzodioxol-5-yl)-2-pyridin-3-yl-1,3-oxazole
• SMILES (Canonical): C1OC2=C(O1)C=C(C=C2)C3=CN=C(O3)C4=CN=CC=C4
• SMILES (Isomeric): C1OC2=C(O1)C=C(C=C2)C3=CN=C(O3)C4=CN=CC=C4
• InChI: InChI=1S/C15H10N2O3/c1-2-11(7-16-5-1)15-17-8-14(20-15)10-3-4-12-13(6-10)19-9-18-12/h1-8H,9H2
• InChI Key: SDHIXARCLVIOJM-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀N₂O₃
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.06914219 g/mol
• Topological Polar Surface Area (TPSA): 57.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 115070-72-9
• Texalin
• 5-(1,3-benzodioxol-5-yl)-2-pyridin-3-yl-1,3-oxazole
• AKOS040746402
• 5-(1,3-benzodioxol-5-yl)-2-(3-pyridyl)oxazole
• 5-(Benzo[d][1,3]dioxol-5-yl)-2-(pyridin-3-yl)oxazole
• 5-(2-(3-Pyridyl)-1,3-oxazol-5-yl)-2H-benzo[d]1,3-dioxolene
• InChI=1/C15H10N2O3/c1-2-11(7-16-5-1)15-17-8-14(20-15)10-3-4-12-13(6-10)19-9-18-12/h1-8H,9H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	-	0.5561	55.61%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6467	64.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9594	95.94%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6191	61.91%
P-glycoprotein inhibitior	-	0.6838	68.38%
P-glycoprotein substrate	-	0.9062	90.62%
CYP3A4 substrate	-	0.6127	61.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7672	76.72%
CYP3A4 inhibition	+	0.9076	90.76%
CYP2C9 inhibition	+	0.7301	73.01%
CYP2C19 inhibition	+	0.8755	87.55%
CYP2D6 inhibition	+	0.5847	58.47%
CYP1A2 inhibition	+	0.9575	95.75%
CYP2C8 inhibition	+	0.7694	76.94%
CYP inhibitory promiscuity	+	0.9065	90.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.7411	74.11%
Skin irritation	-	0.7151	71.51%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7461	74.61%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8303	83.03%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6960	69.60%
Acute Oral Toxicity (c)	III	0.6842	68.42%
Estrogen receptor binding	+	0.9569	95.69%
Androgen receptor binding	+	0.5273	52.73%
Thyroid receptor binding	+	0.8197	81.97%
Glucocorticoid receptor binding	+	0.8205	82.05%
Aromatase binding	+	0.9458	94.58%
PPAR gamma	+	0.8567	85.67%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.4807	48.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	99.02%	85.30%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	96.31%	80.96%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	96.10%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	94.06%	93.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.88%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.91%	94.00%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	91.43%	88.84%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.86%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.48%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.85%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.00%	91.11%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	86.44%	85.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.25%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.16%	93.65%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL1075145	P55072	Transitional endoplasmic reticulum ATPase	85.04%	98.50%
CHEMBL2039	P27338	Monoamine oxidase B	84.81%	92.51%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.96%	81.11%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.02%	91.38%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.01%	97.53%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.89%	93.10%
CHEMBL3706	P78536	ADAM17	82.81%	90.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.70%	100.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.93%	95.78%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	81.67%	92.86%
CHEMBL5543	Q9Y463	Dual specificity tyrosine-phosphorylation-regulated kinase 1B	81.06%	94.70%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.27%	93.40%

Plants that contains it

• Amyris elemifera
• Amyris texana

Cross-Links

• PubChem: 473253
• LOTUS: LTS0172159
• wikiData: Q104397236