Benzoyleneurea

Details

• Internal ID: fe278fbf-0689-45cd-9e55-3087685bd1e3
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: 1H-quinazoline-2,4-dione
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)NC(=O)N2
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)NC(=O)N2
• InChI: InChI=1S/C8H6N2O2/c11-7-5-3-1-2-4-6(5)9-8(12)10-7/h1-4H,(H2,9,10,11,12)
• InChI Key: SDQJTWBNWQABLE-UHFFFAOYSA-N
• Popularity: 285 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.15 g/mol
• Exact Mass: 162.042927438 g/mol
• Topological Polar Surface Area (TPSA): 58.20 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 86-96-4
• quinazoline-2,4(1H,3H)-dione
• 2,4(1H,3H)-Quinazolinedione
• 1H-Quinazoline-2,4-dione
• 2,4-Dihydroxyquinazoline
• Quinazolinedione
• Quinazoline-2,4-diol
• Benzouracil
• Quinazoline-2,4-dione
• Urea, benzoylene-
• 1,2,3,4-Tetrahydroquinazoline-2,4-dione
• 2,4-Dioxotetrahydroquinazoline
• 2-Keto-4-quinazolinone
• (1H,3H)-Quinazoline-2,4-dione
• NSC 2108
• MFCD00006699
• (1H,3H)Quinazoline dione-2,4
• EINECS 201-712-6
• (1H,3H)Quinazoline dione-2,4 [French]
• AI3-28016
• CHEMBL421646
• NSC-2108
• 18K00A531C
• benzoylene urea
• 1H,3H-quinazoline-2,4-dione
• hydroxyquinazolone
• hydroxyquinazolinone
• 4-hydroxyquinazolone
• BENZOYLENUREA
• quinazolin-2,4-diol
• 2,4-Quinazolinedione
• Benzoyleneurea, 97%
• Y-THYMINE
• 2,3H)-Quinazolinedione
• Maybridge1_000647
• Fenazaquin metabolite NN5
• D06XVV
• WLN: T66 BMVMVJ
• 2,4-QUINAZOLINEDIOL
• Oprea1_764687
• SCHEMBL37945
• MLS000762991
• (1H )-Quinazolin-2,4-dione
• 2.4(1H,3H)-Quinazolinedione
• UNII-18K00A531C
• 2,4(1H,3H)-Quinazalinendione
• HMS543F09
• 2,4(1H,-3H)-quinazolinedione
• DTXSID30235343
• NSC2108
• (1H,3H)-quinazolin-2,4-dion
• 2,4(1H, 3H)-Quinazolinedione
• HMS1759I11
• HMS2803E07
• HY-N7089
• BBL025915
• BDBM50106196
• PDSP1_000044
• PDSP2_000044
• s5166
• STK336418
• STK574725
• AKOS000120498
• AKOS003615369
• AC-3003
• CCG-266295
• FS-2867
• SDCCGMLS-0065795.P001
• 1,3,4-Tetrahydroquinazoline-2,4-dione
• NCGC00246521-01
• BP-12382
• SMR000439476
• SY003536
• 1,2,3,4-tetrahydro-2,4-dioxoquinazoline
• 1H-Quinazoline-2,4-dione (Benzoylenurea)
• LS-140105
• (1H,4
• AM20041255
• B3381
• BB 0305523
• CS-0008444
• FT-0622755
• EN300-17895
• VU0350055-3
• AB00174126-06
• AH-740/03933012
• Q27252014
• Z57177786
• F1962-0235
• F3173-0012
• InChI=1/C8H6N2O2/c11-7-5-3-1-2-4-6(5)9-8(12)10-7/h1-4H,(H2,9,10,11,12

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	-	0.5334	53.34%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6548	65.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9535	95.35%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8963	89.63%
P-glycoprotein inhibitior	-	0.9891	98.91%
P-glycoprotein substrate	-	0.9781	97.81%
CYP3A4 substrate	-	0.6639	66.39%
CYP2C9 substrate	-	0.6283	62.83%
CYP2D6 substrate	-	0.8717	87.17%
CYP3A4 inhibition	-	0.9575	95.75%
CYP2C9 inhibition	-	0.9271	92.71%
CYP2C19 inhibition	-	0.9534	95.34%
CYP2D6 inhibition	-	0.9541	95.41%
CYP1A2 inhibition	+	0.8447	84.47%
CYP2C8 inhibition	-	0.9605	96.05%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8723	87.23%
Carcinogenicity (trinary)	Non-required	0.5640	56.40%
Eye corrosion	-	0.9891	98.91%
Eye irritation	+	0.9532	95.32%
Skin irritation	-	0.9251	92.51%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7806	78.06%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7448	74.48%
skin sensitisation	-	0.9276	92.76%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.4723	47.23%
Acute Oral Toxicity (c)	III	0.5240	52.40%
Estrogen receptor binding	-	0.8893	88.93%
Androgen receptor binding	-	0.8181	81.81%
Thyroid receptor binding	-	0.6063	60.63%
Glucocorticoid receptor binding	-	0.8921	89.21%
Aromatase binding	+	0.5775	57.75%
PPAR gamma	-	0.6479	64.79%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.7772	77.72%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	39810.7 nM	Potency	via CMAUP
CHEMBL3105	P09874	Poly [ADP-ribose] polymerase-1	8100 nM	IC50	PMID: 11689065

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	89.60%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.10%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	85.86%	94.75%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.15%	94.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.97%	91.11%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.60%	92.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL2535	P11166	Glucose transporter	84.21%	98.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.07%	88.56%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.54%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.11%	94.23%

Plants that contains it

• Isatis tinctoria
• Persicaria tinctoria

Cross-Links

• PubChem: 64048
• NPASS: NPC224632
• ChEMBL: CHEMBL421646
• LOTUS: LTS0045477
• wikiData: Q27252014