6,7,8-trimethoxy-2-azatetracyclo[7.6.1.05,16.010,15]hexadeca-1(16),3,5,7,9,11,14-heptaen-13-one

Details

• Internal ID: 7b5823d9-36a6-40fd-ac80-78394ba9346d
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives
• IUPAC Name: 6,7,8-trimethoxy-2-azatetracyclo[7.6.1.05,16.010,15]hexadeca-1(16),3,5,7,9,11,14-heptaen-13-one
• SMILES (Canonical): COC1=C2C=CNC3=C2C(=C4C3=CC(=O)C=C4)C(=C1OC)OC
• SMILES (Isomeric): COC1=C2C=CNC3=C2C(=C4C3=CC(=O)C=C4)C(=C1OC)OC
• InChI: InChI=1S/C18H15NO4/c1-21-16-11-6-7-19-15-12-8-9(20)4-5-10(12)14(13(11)15)17(22-2)18(16)23-3/h4-8,19H,1-3H3
• InChI Key: UIQWYAIOJNYLST-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.30 g/mol
• Exact Mass: 309.10010796 g/mol
• Topological Polar Surface Area (TPSA): 56.80 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 4
• 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	+	1.0000	100.00%
Caco-2	+	0.6921	69.21%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4579	45.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9233	92.33%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6889	68.89%
P-glycoprotein inhibitior	-	0.7669	76.69%
P-glycoprotein substrate	-	0.6414	64.14%
CYP3A4 substrate	+	0.5159	51.59%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.7861	78.61%
CYP3A4 inhibition	+	0.8207	82.07%
CYP2C9 inhibition	-	0.5868	58.68%
CYP2C19 inhibition	+	0.7713	77.13%
CYP2D6 inhibition	-	0.6266	62.66%
CYP1A2 inhibition	+	0.9214	92.14%
CYP2C8 inhibition	-	0.7930	79.30%
CYP inhibitory promiscuity	+	0.9284	92.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5193	51.93%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.6955	69.55%
Skin irritation	-	0.7968	79.68%
Skin corrosion	-	0.9648	96.48%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5399	53.99%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.5126	51.26%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8524	85.24%
Acute Oral Toxicity (c)	II	0.4418	44.18%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.7700	77.00%
Glucocorticoid receptor binding	+	0.8803	88.03%
Aromatase binding	+	0.7395	73.95%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.8740	87.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7740	77.40%

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	96.31%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.90%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.50%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.10%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.61%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.61%	96.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.04%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.57%	99.23%

Plants that contains it

• Cissampelos pareira

Cross-Links

• PubChem: 21768990
• NPASS: NPC159693