14,15,16-trimethoxy-10-azatetracyclo[7.7.1.02,8.013,17]heptadeca-1,3,7,9(17),11,13,15-heptaene-5,6-dione

Details

• Internal ID: f41e728c-7d7a-43c7-9c22-e50705c9e2a6
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 14,15,16-trimethoxy-10-azatetracyclo[7.7.1.02,8.013,17]heptadeca-1,3,7,9(17),11,13,15-heptaene-5,6-dione
• SMILES (Canonical): COC1=C2C=CNC3=C2C(=C4C3=CC(=O)C(=O)C=C4)C(=C1OC)OC
• SMILES (Isomeric): COC1=C2C=CNC3=C2C(=C4C3=CC(=O)C(=O)C=C4)C(=C1OC)OC
• InChI: InChI=1S/C19H15NO5/c1-23-17-10-6-7-20-16-11-8-13(22)12(21)5-4-9(11)15(14(10)16)18(24-2)19(17)25-3/h4-8,20H,1-3H3
• InChI Key: WWUWMEDXEMLDDA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₅NO₅
• Molecular Weight: 337.30 g/mol
• Exact Mass: 337.09502258 g/mol
• Topological Polar Surface Area (TPSA): 73.90 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.6761	67.61%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4269	42.69%
OATP2B1 inhibitior	-	0.8623	86.23%
OATP1B1 inhibitior	+	0.9349	93.49%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6016	60.16%
P-glycoprotein inhibitior	-	0.6692	66.92%
P-glycoprotein substrate	-	0.6384	63.84%
CYP3A4 substrate	+	0.5367	53.67%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.7861	78.61%
CYP3A4 inhibition	+	0.7933	79.33%
CYP2C9 inhibition	-	0.6104	61.04%
CYP2C19 inhibition	+	0.5852	58.52%
CYP2D6 inhibition	-	0.7328	73.28%
CYP1A2 inhibition	+	0.8262	82.62%
CYP2C8 inhibition	-	0.7951	79.51%
CYP inhibitory promiscuity	+	0.8353	83.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5236	52.36%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.7982	79.82%
Skin irritation	-	0.7959	79.59%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6316	63.16%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8193	81.93%
Acute Oral Toxicity (c)	III	0.4119	41.19%
Estrogen receptor binding	+	0.8594	85.94%
Androgen receptor binding	+	0.6853	68.53%
Thyroid receptor binding	+	0.7042	70.42%
Glucocorticoid receptor binding	+	0.8396	83.96%
Aromatase binding	+	0.5459	54.59%
PPAR gamma	+	0.6624	66.24%
Honey bee toxicity	-	0.8631	86.31%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8490	84.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.11%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.48%	93.99%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.60%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.16%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.09%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.36%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.38%	94.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.96%	96.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.51%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.76%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.64%	99.23%

Plants that contains it

• Abuta grandifolia
• Cissampelos pareira

Cross-Links

• PubChem: 5379179
• LOTUS: LTS0211593
• wikiData: Q105314342