Benzo[h]quinazolin-4(1H)-one

Details

• Internal ID: 0e3ba470-a319-4dad-9ba2-d7b27055a77f
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: 3H-benzo[h]quinazolin-4-one
• SMILES (Canonical): C1=CC=C2C(=C1)C=CC3=C2N=CNC3=O
• SMILES (Isomeric): C1=CC=C2C(=C1)C=CC3=C2N=CNC3=O
• InChI: InChI=1S/C12H8N2O/c15-12-10-6-5-8-3-1-2-4-9(8)11(10)13-7-14-12/h1-7H,(H,13,14,15)
• InChI Key: BJVYARVTSUNBMW-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈N₂O
• Molecular Weight: 196.20 g/mol
• Exact Mass: 196.063662883 g/mol
• Topological Polar Surface Area (TPSA): 41.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 506418-75-3
• 3H-benzo[h]quinazolin-4-one
• benzo[h]quinazolin-4(3H)-one
• 3h,4h-Benzo[h]quinazolin-4-one
• SAMOQUASINE A
• CHEMBL499777
• SCHEMBL15954512
• BJVYARVTSUNBMW-UHFFFAOYSA-
• DTXSID10437166
• BJVYARVTSUNBMW-UHFFFAOYSA-N
• AKOS006304404
• CS-0260342
• EN300-7494259
• InChI=1/C12H8N2O/c15-12-10-6-5-8-3-1-2-4-9(8)11(10)13-7-14-12/h1-7H,(H,13,14,15)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6751	67.51%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7095	70.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9523	95.23%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6950	69.50%
P-glycoprotein inhibitior	-	0.9542	95.42%
P-glycoprotein substrate	-	0.9706	97.06%
CYP3A4 substrate	-	0.5900	59.00%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.9777	97.77%
CYP2C9 inhibition	-	0.9386	93.86%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	+	0.8491	84.91%
CYP2C8 inhibition	-	0.8938	89.38%
CYP inhibitory promiscuity	-	0.8121	81.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9323	93.23%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.5666	56.66%
Skin irritation	-	0.8721	87.21%
Skin corrosion	-	0.9816	98.16%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7026	70.26%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7678	76.78%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6352	63.52%
Acute Oral Toxicity (c)	III	0.7427	74.27%
Estrogen receptor binding	+	0.7308	73.08%
Androgen receptor binding	+	0.7371	73.71%
Thyroid receptor binding	+	0.6444	64.44%
Glucocorticoid receptor binding	+	0.7502	75.02%
Aromatase binding	+	0.9099	90.99%
PPAR gamma	+	0.5580	55.80%
Honey bee toxicity	-	0.8798	87.98%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.7654	76.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	96.47%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.55%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.22%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.76%	94.00%
CHEMBL2535	P11166	Glucose transporter	85.55%	98.75%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.50%	92.67%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.04%	93.99%
CHEMBL228	P31645	Serotonin transporter	82.66%	95.51%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.26%	96.67%

Plants that contains it

• Annona squamosa

Cross-Links

• PubChem: 135465824
• LOTUS: LTS0019458
• wikiData: Q82252567