11,12-Dimethoxy-2,6-diazatricyclo[7.3.1.05,13]trideca-1(13),3,5,7,9,11-hexaene

Details

• Internal ID: b6cc0aae-11dd-409d-a83c-d37c4fa0cf74
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Naphthyridines
• IUPAC Name: 11,12-dimethoxy-2,6-diazatricyclo[7.3.1.05,13]trideca-1(13),3,5,7,9,11-hexaene
• SMILES (Canonical): COC1=C(C2=C3C(=C1)C=CN=C3C=CN2)OC
• SMILES (Isomeric): COC1=C(C2=C3C(=C1)C=CN=C3C=CN2)OC
• InChI: InChI=1S/C13H12N2O2/c1-16-10-7-8-3-5-14-9-4-6-15-12(11(8)9)13(10)17-2/h3-7,15H,1-2H3
• InChI Key: IVXSXOFPZFVZTM-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂N₂O₂
• Molecular Weight: 228.25 g/mol
• Exact Mass: 228.089877630 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 11,12-dimethoxy-2,6-diazatricyclo(7.3.1.05,13)trideca-1,3,5(13),7,9,11-hexaene
• 1H-Benzo(de)(1,6)naphthyridine, 8,9-dimethoxy-
• 8,9-Dimethoxy-1H-benzo(de)(1,6)naphthyridine
• 85547-22-4
• Aaptamine
• FGW9D01COE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	-	0.5525	55.25%
Blood Brain Barrier	+	0.7879	78.79%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7916	79.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9551	95.51%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5830	58.30%
P-glycoprotein inhibitior	-	0.9396	93.96%
P-glycoprotein substrate	-	0.6275	62.75%
CYP3A4 substrate	-	0.5437	54.37%
CYP2C9 substrate	-	0.8229	82.29%
CYP2D6 substrate	-	0.7345	73.45%
CYP3A4 inhibition	-	0.5663	56.63%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	+	0.5984	59.84%
CYP2D6 inhibition	-	0.7368	73.68%
CYP1A2 inhibition	+	0.9150	91.50%
CYP2C8 inhibition	+	0.8026	80.26%
CYP inhibitory promiscuity	+	0.7666	76.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5879	58.79%
Eye corrosion	-	0.9946	99.46%
Eye irritation	+	0.9089	90.89%
Skin irritation	-	0.8274	82.74%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5228	52.28%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9066	90.66%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.7418	74.18%
Acute Oral Toxicity (c)	III	0.6455	64.55%
Estrogen receptor binding	+	0.8921	89.21%
Androgen receptor binding	-	0.5360	53.60%
Thyroid receptor binding	+	0.7383	73.83%
Glucocorticoid receptor binding	+	0.6092	60.92%
Aromatase binding	+	0.9035	90.35%
PPAR gamma	-	0.6114	61.14%
Honey bee toxicity	-	0.9116	91.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7100	71.00%
Fish aquatic toxicity	-	0.7835	78.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.77%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	95.47%	95.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.55%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL5014	O43353	Serine/threonine-protein kinase RIPK2	91.10%	86.79%
CHEMBL1937	Q92769	Histone deacetylase 2	90.42%	94.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	89.96%	89.44%
CHEMBL2535	P11166	Glucose transporter	89.89%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.37%	90.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.26%	85.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.50%	85.14%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.88%	89.62%
CHEMBL290	Q13370	Phosphodiesterase 3B	85.83%	94.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.99%	94.03%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.45%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.39%	91.11%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	83.91%	81.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.72%	93.99%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.57%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	82.01%	92.98%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.98%	95.83%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.84%	96.47%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.26%	100.00%
CHEMBL5903	Q04771	Activin receptor type-1	80.39%	89.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.08%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.07%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192233
• LOTUS: LTS0175276
• wikiData: Q5682186