8-Hydroxy-13-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5,7,9(16),10(15),11,13-hexaen-2-one

Details

• Internal ID: f901021e-5349-4b0e-9d76-87c5ca46db12
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: 8-hydroxy-13-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-5,7,9(16),10(15),11,13-hexaen-2-one
• InChI: InChI=1S/C15H12N2O3/c1-20-8-2-3-9-11(6-8)17-13(19)5-4-10-15(17)14(9)12(18)7-16-10/h2-3,6-7,18H,4-5H2,1H3
• InChI Key: SIUWQFWHIAGMLE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂N₂O₃
• Molecular Weight: 268.27 g/mol
• Exact Mass: 268.08479225 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7380	73.80%
Blood Brain Barrier	+	0.7567	75.67%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8343	83.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9520	95.20%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5890	58.90%
BSEP inhibitior	-	0.6791	67.91%
P-glycoprotein inhibitior	-	0.8870	88.70%
P-glycoprotein substrate	-	0.7411	74.11%
CYP3A4 substrate	+	0.5840	58.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8323	83.23%
CYP3A4 inhibition	+	0.5740	57.40%
CYP2C9 inhibition	-	0.8107	81.07%
CYP2C19 inhibition	-	0.5692	56.92%
CYP2D6 inhibition	-	0.8531	85.31%
CYP1A2 inhibition	+	0.7466	74.66%
CYP2C8 inhibition	+	0.4822	48.22%
CYP inhibitory promiscuity	+	0.5100	51.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5677	56.77%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8513	85.13%
Skin irritation	-	0.8348	83.48%
Skin corrosion	-	0.9617	96.17%
Ames mutagenesis	+	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6634	66.34%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5119	51.19%
skin sensitisation	-	0.9199	91.99%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7462	74.62%
Nephrotoxicity	-	0.7255	72.55%
Acute Oral Toxicity (c)	III	0.6614	66.14%
Estrogen receptor binding	+	0.7433	74.33%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6441	64.41%
Glucocorticoid receptor binding	+	0.9020	90.20%
Aromatase binding	+	0.5694	56.94%
PPAR gamma	+	0.8780	87.80%
Honey bee toxicity	-	0.9085	90.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.9364	93.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.74%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.17%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.01%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.50%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.07%	99.15%
CHEMBL2535	P11166	Glucose transporter	92.38%	98.75%
CHEMBL4208	P20618	Proteasome component C5	92.23%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.54%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.06%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.22%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.97%	93.65%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.72%	93.40%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.14%	93.24%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.08%	92.68%
CHEMBL2581	P07339	Cathepsin D	85.34%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.93%	97.53%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.64%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.64%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.51%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.00%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.90%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.56%	97.33%
CHEMBL1907	P15144	Aminopeptidase N	82.41%	93.31%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.01%	96.12%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.83%	92.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.72%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.65%	96.67%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 163048154
• LOTUS: LTS0261408
• wikiData: Q105254080