(3R,4R)-3,4-dimethoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5,7,9(16),10,12,14-hexaen-2-one

Details

• Internal ID: de5cbfc6-d090-46c7-9eca-d2f6018ce319
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: (3R,4R)-3,4-dimethoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5,7,9(16),10,12,14-hexaen-2-one
• InChI: InChI=1S/C16H14N2O3/c1-20-14-12-13-10(7-8-17-12)9-5-3-4-6-11(9)18(13)16(19)15(14)21-2/h3-8,14-15H,1-2H3/t14-,15-/m1/s1
• InChI Key: JWCNEMSVILJYCU-HUUCEWRRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄N₂O₃
• Molecular Weight: 282.29 g/mol
• Exact Mass: 282.10044231 g/mol
• Topological Polar Surface Area (TPSA): 53.40 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	+	0.7961	79.61%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7383	73.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9098	90.98%
BSEP inhibitior	-	0.6713	67.13%
P-glycoprotein inhibitior	-	0.6069	60.69%
P-glycoprotein substrate	-	0.7063	70.63%
CYP3A4 substrate	+	0.5977	59.77%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.5199	51.99%
CYP2C9 inhibition	-	0.9107	91.07%
CYP2C19 inhibition	-	0.5354	53.54%
CYP2D6 inhibition	-	0.9073	90.73%
CYP1A2 inhibition	+	0.6798	67.98%
CYP2C8 inhibition	-	0.6562	65.62%
CYP inhibitory promiscuity	+	0.6827	68.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5272	52.72%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8221	82.21%
Skin irritation	-	0.8418	84.18%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4482	44.82%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.9372	93.72%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6462	64.62%
Nephrotoxicity	-	0.6662	66.62%
Acute Oral Toxicity (c)	III	0.6229	62.29%
Estrogen receptor binding	+	0.7499	74.99%
Androgen receptor binding	+	0.7017	70.17%
Thyroid receptor binding	+	0.6202	62.02%
Glucocorticoid receptor binding	-	0.4899	48.99%
Aromatase binding	+	0.6798	67.98%
PPAR gamma	-	0.5237	52.37%
Honey bee toxicity	-	0.8348	83.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.7678	76.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.39%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.06%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.55%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.94%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.98%	99.23%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	87.83%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.03%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.45%	94.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	85.17%	92.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.88%	93.65%
CHEMBL2535	P11166	Glucose transporter	81.50%	98.75%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	81.06%	100.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.30%	96.00%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 163003548
• LOTUS: LTS0275332
• wikiData: Q105136083