Benzoxazole

Details

• Internal ID: 78caaf16-38f1-4e64-9ed3-8b08dc3e7269
• Taxonomy: Organoheterocyclic compounds > Benzoxazoles
• IUPAC Name: 1,3-benzoxazole
• SMILES (Canonical): C1=CC=C2C(=C1)N=CO2
• SMILES (Isomeric): C1=CC=C2C(=C1)N=CO2
• InChI: InChI=1S/C7H5NO/c1-2-4-7-6(3-1)8-5-9-7/h1-5H
• InChI Key: BCMCBBGGLRIHSE-UHFFFAOYSA-N
• Popularity: 3,991 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₅NO
• Molecular Weight: 119.12 g/mol
• Exact Mass: 119.037113783 g/mol
• Topological Polar Surface Area (TPSA): 26.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 273-53-0
• 1,3-Benzoxazole
• BENZO[D]OXAZOLE
• 1-Oxa-3-azaindene
• 1-Oxa-3-aza-1H-indene
• USAF EK-5017
• Benzooxazole
• CHEBI:38814
• J233Y1I55I
• NSC-3982
• Benzoxazoles
• NSC 3982
• EINECS 205-988-9
• UNII-J233Y1I55I
• AI3-05743
• NSC3982
• Benzoxazole, 98%
• MFCD00005765
• 1,3-Benzoxazole #
• SCHEMBL7903
• WLN: T56 BN DOJ
• CHEMBL451894
• DTXSID8059768
• AKOS000119993
• CS-W004722
• PS-3680
• 5-BROMO-4-CHLORO-3-INDOLYLB-D-
• A3423
• B0095
• FT-0622739
• EN300-20396
• H10149
• A819031
• Q761111
• J-016748
• InChI=1/C7H5NO/c1-2-4-7-6(3-1)8-5-9-7/h1-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.9101	91.01%
Blood Brain Barrier	+	0.8379	83.79%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Plasma membrane	0.5055	50.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9688	96.88%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9362	93.62%
P-glycoprotein inhibitior	-	0.9846	98.46%
P-glycoprotein substrate	-	0.9879	98.79%
CYP3A4 substrate	-	0.7301	73.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7224	72.24%
CYP3A4 inhibition	-	0.9768	97.68%
CYP2C9 inhibition	-	0.9420	94.20%
CYP2C19 inhibition	-	0.7002	70.02%
CYP2D6 inhibition	-	0.8277	82.77%
CYP1A2 inhibition	+	0.7876	78.76%
CYP2C8 inhibition	-	0.6651	66.51%
CYP inhibitory promiscuity	-	0.6223	62.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5415	54.15%
Eye corrosion	-	0.9325	93.25%
Eye irritation	+	0.9972	99.72%
Skin irritation	+	0.8477	84.77%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7152	71.52%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6824	68.24%
skin sensitisation	-	0.8911	89.11%
Respiratory toxicity	-	0.8778	87.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6297	62.97%
Acute Oral Toxicity (c)	III	0.8562	85.62%
Estrogen receptor binding	-	0.8389	83.89%
Androgen receptor binding	-	0.6843	68.43%
Thyroid receptor binding	-	0.8065	80.65%
Glucocorticoid receptor binding	-	0.8535	85.35%
Aromatase binding	-	0.7002	70.02%
PPAR gamma	-	0.8544	85.44%
Honey bee toxicity	-	0.9011	90.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	-	0.8793	87.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	95.62%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.94%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.15%	93.81%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.13%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.75%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.12%	94.62%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 9228
• LOTUS: LTS0090887
• wikiData: Q761111