3,7-bis(hydroxymethyl)-3a,9-dihydro-3H-cyclopenta[b][1,4]benzoxazin-2-one

Details

• Internal ID: 13e1a754-cacb-4e11-9847-fc1c88c98cc4
• Taxonomy: Organoheterocyclic compounds > Benzoxazines
• IUPAC Name: 3,7-bis(hydroxymethyl)-3a,9-dihydro-3H-cyclopenta[b][1,4]benzoxazin-2-one
• InChI: InChI=1S/C13H13NO4/c15-5-7-1-2-12-9(3-7)14-10-4-11(17)8(6-16)13(10)18-12/h1-4,8,13-16H,5-6H2
• InChI Key: PJLBDIIUBQPQGJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.25 g/mol
• Exact Mass: 247.08445790 g/mol
• Topological Polar Surface Area (TPSA): 78.80 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.43
• 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	+	0.9761	97.61%
Caco-2	-	0.5861	58.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6716	67.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8948	89.48%
P-glycoprotein inhibitior	-	0.9634	96.34%
P-glycoprotein substrate	-	0.8654	86.54%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7932	79.32%
CYP3A4 inhibition	-	0.7133	71.33%
CYP2C9 inhibition	+	0.5211	52.11%
CYP2C19 inhibition	+	0.5724	57.24%
CYP2D6 inhibition	-	0.6628	66.28%
CYP1A2 inhibition	+	0.7356	73.56%
CYP2C8 inhibition	-	0.7774	77.74%
CYP inhibitory promiscuity	+	0.7662	76.62%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6178	61.78%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8696	86.96%
Skin irritation	-	0.7924	79.24%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6828	68.28%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5133	51.33%
skin sensitisation	-	0.7846	78.46%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5977	59.77%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	+	0.6772	67.72%
Androgen receptor binding	+	0.7473	74.73%
Thyroid receptor binding	+	0.6008	60.08%
Glucocorticoid receptor binding	+	0.6202	62.02%
Aromatase binding	+	0.7194	71.94%
PPAR gamma	+	0.8358	83.58%
Honey bee toxicity	-	0.8691	86.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.6476	64.76%

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	95.60%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.06%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.88%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.25%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.73%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.75%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.79%	89.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.39%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.30%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163055656
• LOTUS: LTS0117906
• wikiData: Q104194914