3'-Hydroxyquinalbarbitone

Details

• Internal ID: ee68a649-2322-4663-9d27-0168d63991ca
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Pyrimidones > Barbituric acid derivatives
• IUPAC Name: 5-(4-hydroxypentan-2-yl)-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
• SMILES (Canonical): CC(CC(C)O)C1(C(=O)NC(=O)NC1=O)CC=C
• SMILES (Isomeric): CC(CC(C)O)C1(C(=O)NC(=O)NC1=O)CC=C
• InChI: InChI=1S/C12H18N2O4/c1-4-5-12(7(2)6-8(3)15)9(16)13-11(18)14-10(12)17/h4,7-8,15H,1,5-6H2,2-3H3,(H2,13,14,16,17,18)
• InChI Key: UDJWOFMFUFEJJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈N₂O₄
• Molecular Weight: 254.28 g/mol
• Exact Mass: 254.12665706 g/mol
• Topological Polar Surface Area (TPSA): 95.50 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• Hydroxysecobarbital
• Hydroxyquinalbarbitone,3-
• UDJWOFMFUFEJJY-UHFFFAOYSA-N
• 5-Allyl-5-(3-hydroxy-1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8882	88.82%
Caco-2	-	0.5574	55.74%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7406	74.06%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9670	96.70%
P-glycoprotein inhibitior	-	0.9670	96.70%
P-glycoprotein substrate	-	0.8860	88.60%
CYP3A4 substrate	-	0.6241	62.41%
CYP2C9 substrate	-	0.6462	64.62%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.8809	88.09%
CYP2C9 inhibition	-	0.9039	90.39%
CYP2C19 inhibition	-	0.8526	85.26%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.9601	96.01%
CYP inhibitory promiscuity	-	0.9749	97.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6137	61.37%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9759	97.59%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9284	92.84%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7124	71.24%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8476	84.76%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4626	46.26%
Acute Oral Toxicity (c)	III	0.4090	40.90%
Estrogen receptor binding	-	0.6531	65.31%
Androgen receptor binding	-	0.7849	78.49%
Thyroid receptor binding	-	0.6266	62.66%
Glucocorticoid receptor binding	-	0.5955	59.55%
Aromatase binding	-	0.8036	80.36%
PPAR gamma	-	0.8637	86.37%
Honey bee toxicity	-	0.8513	85.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	+	0.6915	69.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.51%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.08%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.23%	89.34%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.76%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.49%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL4208	P20618	Proteasome component C5	85.61%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.39%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.39%	96.47%

Plants that contains it

• Citrus × aurantium
• Citrus deliciosa

Cross-Links

• PubChem: 534528
• NPASS: NPC139510