2-Amino-6-hydroxy-8-(4-hydroxybenzoyl)phenoxazin-3-one

Details

• Internal ID: f58308c3-9f5b-4830-8375-1aaa9573bbbe
• Taxonomy: Organoheterocyclic compounds > Benzoxazines > Phenoxazines
• IUPAC Name: 2-amino-6-hydroxy-8-(4-hydroxybenzoyl)phenoxazin-3-one
• InChI: InChI=1S/C19H12N2O5/c20-12-7-13-17(8-15(12)23)26-19-14(21-13)5-10(6-16(19)24)18(25)9-1-3-11(22)4-2-9/h1-8,22,24H,20H2
• InChI Key: CKUOMYVLVOKBJH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂N₂O₅
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.07462149 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 7
• 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	+	0.9039	90.39%
Caco-2	-	0.7904	79.04%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Nucleus	0.5653	56.53%
OATP2B1 inhibitior	-	0.7034	70.34%
OATP1B1 inhibitior	+	0.8626	86.26%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6107	61.07%
P-glycoprotein inhibitior	-	0.7881	78.81%
P-glycoprotein substrate	-	0.6666	66.66%
CYP3A4 substrate	-	0.5096	50.96%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.8360	83.60%
CYP2C9 inhibition	-	0.6184	61.84%
CYP2C19 inhibition	+	0.5241	52.41%
CYP2D6 inhibition	-	0.8638	86.38%
CYP1A2 inhibition	+	0.7816	78.16%
CYP2C8 inhibition	+	0.8274	82.74%
CYP inhibitory promiscuity	-	0.7331	73.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6261	62.61%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.9372	93.72%
Skin irritation	-	0.8179	81.79%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5809	58.09%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.9065	90.65%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5828	58.28%
Acute Oral Toxicity (c)	III	0.5553	55.53%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.9085	90.85%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7921	79.21%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.8211	82.11%
Honey bee toxicity	-	0.8358	83.58%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5284	52.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.86%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.33%	94.00%
CHEMBL3194	P02766	Transthyretin	90.68%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.89%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.84%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.43%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.35%	90.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	87.11%	81.11%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	84.19%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.03%	95.56%
CHEMBL3891	P07384	Calpain 1	83.68%	93.04%
CHEMBL2535	P11166	Glucose transporter	83.03%	98.75%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	81.83%	95.20%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.33%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	80.31%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.25%	89.00%
CHEMBL3959	P16083	Quinone reductase 2	80.14%	89.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11709998
• LOTUS: LTS0232841
• wikiData: Q75062072