15,16-Dimethoxy-10-azatetracyclo[7.7.1.02,8.013,17]heptadeca-1(17),2,4,7,9,11,13,15-octaen-6-one

Details

• Internal ID: 628222a6-811c-43d5-beea-bf6ce620457a
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 15,16-dimethoxy-10-azatetracyclo[7.7.1.02,8.013,17]heptadeca-1(17),2,4,7,9,11,13,15-octaen-6-one
• SMILES (Canonical): COC1=C(C2=C3C(=C1)C=CN=C3C4=CC(=O)C=CC=C42)OC
• SMILES (Isomeric): COC1=C(C2=C3C(=C1)C=CN=C3C4=CC(=O)C=CC=C42)OC
• InChI: InChI=1S/C18H13NO3/c1-21-14-8-10-6-7-19-17-13-9-11(20)4-3-5-12(13)16(15(10)17)18(14)22-2/h3-9H,1-2H3
• InChI Key: HQRVHKHGRIIAQF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₃NO₃
• Molecular Weight: 291.30 g/mol
• Exact Mass: 291.08954328 g/mol
• Topological Polar Surface Area (TPSA): 48.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 4
• 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	+	1.0000	100.00%
Caco-2	+	0.7846	78.46%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6782	67.82%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9771	97.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7813	78.13%
P-glycoprotein inhibitior	-	0.7335	73.35%
P-glycoprotein substrate	-	0.7505	75.05%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7469	74.69%
CYP3A4 inhibition	+	0.8165	81.65%
CYP2C9 inhibition	-	0.6367	63.67%
CYP2C19 inhibition	+	0.8521	85.21%
CYP2D6 inhibition	-	0.6740	67.40%
CYP1A2 inhibition	+	0.9210	92.10%
CYP2C8 inhibition	+	0.7780	77.80%
CYP inhibitory promiscuity	+	0.7508	75.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9710	97.10%
Carcinogenicity (trinary)	Non-required	0.5353	53.53%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.7170	71.70%
Skin irritation	-	0.7433	74.33%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	+	0.7630	76.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.6497	64.97%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.6782	67.82%
skin sensitisation	-	0.9233	92.33%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6261	62.61%
Acute Oral Toxicity (c)	III	0.4886	48.86%
Estrogen receptor binding	+	0.9187	91.87%
Androgen receptor binding	+	0.7133	71.33%
Thyroid receptor binding	+	0.7231	72.31%
Glucocorticoid receptor binding	+	0.9212	92.12%
Aromatase binding	+	0.8973	89.73%
PPAR gamma	+	0.7046	70.46%
Honey bee toxicity	-	0.8868	88.68%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.4083	40.83%

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	96.93%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.84%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	95.03%	94.03%
CHEMBL2581	P07339	Cathepsin D	93.91%	98.95%
CHEMBL2535	P11166	Glucose transporter	93.85%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.71%	85.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	90.49%	96.67%
CHEMBL1907	P15144	Aminopeptidase N	90.20%	93.31%
CHEMBL5747	Q92793	CREB-binding protein	89.75%	95.12%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.67%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.85%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.41%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.37%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.16%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.93%	99.15%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	86.55%	92.38%
CHEMBL4302	P08183	P-glycoprotein 1	86.07%	92.98%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.88%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.65%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.30%	95.56%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	82.77%	96.47%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.23%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	82.10%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.63%	95.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.51%	100.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.30%	96.39%
CHEMBL1937	Q92769	Histone deacetylase 2	80.92%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	80.09%	83.82%

Plants that contains it

• Cissampelos pareira

Cross-Links

• PubChem: 163104318
• LOTUS: LTS0240638
• wikiData: Q105032407