2-(2,3-Dihydroxyphenyl)-1,3-benzoxazole-4-carboxylic acid

Details

• Internal ID: 6d826167-f8cb-4f5f-8f87-08bbb4d34827
• Taxonomy: Organoheterocyclic compounds > Azoles > Oxazoles > Phenyl-1,3-oxazoles
• IUPAC Name: 2-(2,3-dihydroxyphenyl)-1,3-benzoxazole-4-carboxylic acid
• InChI: InChI=1S/C14H9NO5/c16-9-5-1-4-8(12(9)17)13-15-11-7(14(18)19)3-2-6-10(11)20-13/h1-6,16-17H,(H,18,19)
• InChI Key: MUJSDAFGSVFCNY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₉NO₅
• Molecular Weight: 271.22 g/mol
• Exact Mass: 271.04807239 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9623	96.23%
Caco-2	-	0.8711	87.11%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Plasma membrane	0.4514	45.14%
OATP2B1 inhibitior	-	0.6844	68.44%
OATP1B1 inhibitior	+	0.9273	92.73%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7089	70.89%
P-glycoprotein inhibitior	-	0.8935	89.35%
P-glycoprotein substrate	-	0.9018	90.18%
CYP3A4 substrate	-	0.6445	64.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9037	90.37%
CYP3A4 inhibition	-	0.8232	82.32%
CYP2C9 inhibition	-	0.8301	83.01%
CYP2C19 inhibition	-	0.7537	75.37%
CYP2D6 inhibition	-	0.8683	86.83%
CYP1A2 inhibition	+	0.8383	83.83%
CYP2C8 inhibition	+	0.4461	44.61%
CYP inhibitory promiscuity	-	0.8300	83.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6218	62.18%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.6847	68.47%
Skin irritation	-	0.7791	77.91%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8914	89.14%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.8034	80.34%
skin sensitisation	-	0.8110	81.10%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4897	48.97%
Acute Oral Toxicity (c)	III	0.4391	43.91%
Estrogen receptor binding	+	0.7072	70.72%
Androgen receptor binding	+	0.6610	66.10%
Thyroid receptor binding	+	0.5843	58.43%
Glucocorticoid receptor binding	+	0.8003	80.03%
Aromatase binding	+	0.8089	80.89%
PPAR gamma	+	0.8467	84.67%
Honey bee toxicity	-	0.9178	91.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.8065	80.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293277	O15118	Niemann-Pick C1 protein	96.71%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.26%	99.23%
CHEMBL1811	P34995	Prostanoid EP1 receptor	95.17%	95.71%
CHEMBL2581	P07339	Cathepsin D	92.66%	98.95%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	92.33%	95.72%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.25%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.50%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.06%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.33%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.92%	87.67%
CHEMBL3401	O75469	Pregnane X receptor	86.42%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	84.08%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.93%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.61%	95.50%
CHEMBL3891	P07384	Calpain 1	81.85%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.20%	93.56%
CHEMBL1255126	O15151	Protein Mdm4	80.13%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163111332
• LOTUS: LTS0245755
• wikiData: Q105172450