(2Z)-6-hydroxy-2-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)ethylidene]-1H-3,1-benzoxazin-4-one

Details

• Internal ID: ceac0790-6fad-49c7-9433-050f42aae8f3
• Taxonomy: Organoheterocyclic compounds > Benzoxazines
• IUPAC Name: (2Z)-6-hydroxy-2-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)ethylidene]-1H-3,1-benzoxazin-4-one
• SMILES (Canonical): C1=CC(=O)C=CC1=CC=C2NC3=C(C=C(C=C3)O)C(=O)O2
• SMILES (Isomeric): C1=CC(=O)C=CC1=C/C=C\2/NC3=C(C=C(C=C3)O)C(=O)O2
• InChI: InChI=1S/C16H11NO4/c18-11-4-1-10(2-5-11)3-8-15-17-14-7-6-12(19)9-13(14)16(20)21-15/h1-9,17,19H/b15-8-
• InChI Key: QNYCOKSQLWQILU-NVNXTCNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₁NO₄
• Molecular Weight: 281.26 g/mol
• Exact Mass: 281.06880783 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• 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	+	0.9774	97.74%
Caco-2	-	0.7636	76.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4701	47.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8013	80.13%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.4525	45.25%
P-glycoprotein inhibitior	-	0.8457	84.57%
P-glycoprotein substrate	-	0.8841	88.41%
CYP3A4 substrate	+	0.5364	53.64%
CYP2C9 substrate	-	0.5837	58.37%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	-	0.6313	63.13%
CYP2C19 inhibition	-	0.7188	71.88%
CYP2D6 inhibition	-	0.8909	89.09%
CYP1A2 inhibition	-	0.6650	66.50%
CYP2C8 inhibition	-	0.5982	59.82%
CYP inhibitory promiscuity	-	0.8664	86.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9018	90.18%
Carcinogenicity (trinary)	Non-required	0.4753	47.53%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.6172	61.72%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7571	75.71%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6837	68.37%
skin sensitisation	-	0.8163	81.63%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6618	66.18%
Acute Oral Toxicity (c)	III	0.5923	59.23%
Estrogen receptor binding	+	0.9255	92.55%
Androgen receptor binding	+	0.9176	91.76%
Thyroid receptor binding	+	0.5543	55.43%
Glucocorticoid receptor binding	+	0.7546	75.46%
Aromatase binding	+	0.8596	85.96%
PPAR gamma	+	0.7422	74.22%
Honey bee toxicity	-	0.9086	90.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8753	87.53%

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	97.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.46%	93.40%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.63%	94.45%
CHEMBL2535	P11166	Glucose transporter	89.14%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.96%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.10%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.61%	94.73%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.33%	92.88%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.54%	94.62%
CHEMBL4208	P20618	Proteasome component C5	80.52%	90.00%

Plants that contains it

• Avena sativa

Cross-Links

• PubChem: 5488659
• NPASS: NPC4294
• LOTUS: LTS0026793
• wikiData: Q105224727