4-hydroxy-7-(2-hydroxy-2-methylpropyl)-1H-azepine-2,5-dione

Details

• Internal ID: 509a0554-3688-4fd8-8ede-f33e1578ac04
• Taxonomy: Organoheterocyclic compounds > Azepines
• IUPAC Name: 4-hydroxy-7-(2-hydroxy-2-methylpropyl)-1H-azepine-2,5-dione
• SMILES (Canonical): CC(C)(CC1=CC(=O)C(=CC(=O)N1)O)O
• SMILES (Isomeric): CC(C)(CC1=CC(=O)C(=CC(=O)N1)O)O
• InChI: InChI=1S/C10H13NO4/c1-10(2,15)5-6-3-7(12)8(13)4-9(14)11-6/h3-4,15H,5H2,1-2H3,(H,11,14)(H,12,13)
• InChI Key: XIZXAOCEYPTCMX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.21 g/mol
• Exact Mass: 211.08445790 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 4-hydroxy-7-(2-hydroxy-2-methylpropyl)-1H-azepine-2,5-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9505	95.05%
Caco-2	+	0.6343	63.43%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5564	55.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9237	92.37%
P-glycoprotein inhibitior	-	0.9795	97.95%
P-glycoprotein substrate	-	0.9486	94.86%
CYP3A4 substrate	-	0.6303	63.03%
CYP2C9 substrate	-	0.5741	57.41%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.9784	97.84%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.8942	89.42%
CYP1A2 inhibition	-	0.7593	75.93%
CYP2C8 inhibition	-	0.9715	97.15%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7711	77.11%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9850	98.50%
Eye irritation	+	0.7650	76.50%
Skin irritation	-	0.7857	78.57%
Skin corrosion	-	0.9058	90.58%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7552	75.52%
Micronuclear	+	0.6718	67.18%
Hepatotoxicity	+	0.6676	66.76%
skin sensitisation	-	0.8013	80.13%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6202	62.02%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6618	66.18%
Acute Oral Toxicity (c)	III	0.6177	61.77%
Estrogen receptor binding	-	0.7576	75.76%
Androgen receptor binding	-	0.6721	67.21%
Thyroid receptor binding	+	0.5603	56.03%
Glucocorticoid receptor binding	-	0.5338	53.38%
Aromatase binding	-	0.7144	71.44%
PPAR gamma	-	0.7538	75.38%
Honey bee toxicity	-	0.9758	97.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.7520	75.20%

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	96.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.52%	89.34%
CHEMBL1937	Q92769	Histone deacetylase 2	87.46%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.44%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.14%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.24%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%

Plants that contains it

• Ajuga genevensis
• Boronia pinnata
• Cleistanthus indochinensis
• Cleome spinosa
• Cyrtomium falcatum
• Elymus repens
• Glochidion sphaerogynum
• Pinguicula vulgaris
• Pongamiopsis pervilleana
• Semialarium mexicanum

Cross-Links

• PubChem: 54749584
• NPASS: NPC275760
• LOTUS: LTS0264828
• wikiData: Q77369171