Arborine

Details

• Internal ID: 716bc8da-14e0-4317-81c8-7da2f044cbb9
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: 2-benzyl-1-methylquinazolin-4-one
• SMILES (Canonical): CN1C2=CC=CC=C2C(=O)N=C1CC3=CC=CC=C3
• SMILES (Isomeric): CN1C2=CC=CC=C2C(=O)N=C1CC3=CC=CC=C3
• InChI: InChI=1S/C16H14N2O/c1-18-14-10-6-5-9-13(14)16(19)17-15(18)11-12-7-3-2-4-8-12/h2-10H,11H2,1H3
• InChI Key: XVPZRKIQCKKYNE-UHFFFAOYSA-N
• Popularity: 43 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄N₂O
• Molecular Weight: 250.29 g/mol
• Exact Mass: 250.110613074 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 6873-15-0
• Glycosine
• 2-Benzyl-1-methylquinazolin-4(1H)-one
• Arborin
• Glycosin
• 2-benzyl-1-methylquinazolin-4-one
• D5JUH3HNWF
• UNII-D5JUH3HNWF
• 1-Methyl-2-(phenylmethyl)-4(1H)-quinazolinone
• 4(1H)-Quinazolinone, 2-benzyl-1-methyl-
• MLS002919960
• CHEBI:2803
• 2-benzyl-1-methylquinazol-4-one
• 4(1H)-Quinazolinone, 1-methyl-2-(phenylmethyl)-
• NSC 127745
• NSC-127745
• 2-benzyl-1-methyl-1,4-dihydroquinazolin-4-one
• GLYCOSINE [MI]
• CHEMBL448122
• SCHEMBL1150473
• DTXSID10218856
• HY-N7004
• NSC127745
• AKOS024258266
• 2-Benzyl-1-methyl-4(1H)-Quinazolinone
• MS-23544
• SMR001797559
• 1-Methyl-2-(phenylmethyl)quinazolin-4-one
• CS-0101513
• 4(1H)-Quinazolinone, 2-benzyl-1-methyl- (8CI)
• A866991
• Q27105821
• 4(1H)-Quinazolinone, 1-methyl-2-(phenylmethyl)- (9CI)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8222	82.22%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7113	71.13%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.5319	53.19%
BSEP inhibitior	+	0.7356	73.56%
P-glycoprotein inhibitior	-	0.8999	89.99%
P-glycoprotein substrate	-	0.8721	87.21%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5886	58.86%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.7699	76.99%
CYP2C9 inhibition	-	0.7186	71.86%
CYP2C19 inhibition	-	0.8094	80.94%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	+	0.5101	51.01%
CYP2C8 inhibition	-	0.8765	87.65%
CYP inhibitory promiscuity	-	0.5288	52.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9660	96.60%
Skin irritation	-	0.8125	81.25%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6708	67.08%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8857	88.57%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7098	70.98%
Acute Oral Toxicity (c)	II	0.6324	63.24%
Estrogen receptor binding	+	0.7528	75.28%
Androgen receptor binding	-	0.5282	52.82%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.6936	69.36%
Aromatase binding	+	0.8342	83.42%
PPAR gamma	-	0.5193	51.93%
Honey bee toxicity	-	0.9415	94.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	-	0.6358	63.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.70%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.04%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.78%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.38%	96.25%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	86.13%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	85.43%	98.59%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	84.97%	87.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.90%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.55%	95.50%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.73%	92.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.24%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.52%	96.67%

Plants that contains it

• Daphne tangutica
• Glycosmis angustifolia
• Glycosmis pentaphylla
• Ruta graveolens
• Strychnos potatorum
• Vitellaria paradoxa

Cross-Links

• PubChem: 63123
• NPASS: NPC300299
• LOTUS: LTS0015962
• wikiData: Q27105821