2,9,10-Trimethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-3-one

Details

• Internal ID: c60581d0-f046-45c8-abdd-fc7039172fba
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 2,9,10-trimethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-3-one
• SMILES (Canonical): CC1=C2C=CC(=C(C2=CN3C1=C4C=C(C(=O)C=C4CC3)OC)OC)OC
• SMILES (Isomeric): CC1=C2C=CC(=C(C2=CN3C1=C4C=C(C(=O)C=C4CC3)OC)OC)OC
• InChI: InChI=1S/C21H21NO4/c1-12-14-5-6-18(24-2)21(26-4)16(14)11-22-8-7-13-9-17(23)19(25-3)10-15(13)20(12)22/h5-6,9-11H,7-8H2,1-4H3
• InChI Key: XWCVASCMRTXXRY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.14705815 g/mol
• Topological Polar Surface Area (TPSA): 48.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9710	97.10%
Caco-2	+	0.9452	94.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7862	78.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8584	85.84%
P-glycoprotein inhibitior	+	0.7256	72.56%
P-glycoprotein substrate	-	0.6641	66.41%
CYP3A4 substrate	+	0.6106	61.06%
CYP2C9 substrate	+	0.5928	59.28%
CYP2D6 substrate	-	0.8411	84.11%
CYP3A4 inhibition	-	0.6946	69.46%
CYP2C9 inhibition	-	0.6680	66.80%
CYP2C19 inhibition	-	0.7183	71.83%
CYP2D6 inhibition	+	0.5596	55.96%
CYP1A2 inhibition	+	0.5416	54.16%
CYP2C8 inhibition	-	0.6779	67.79%
CYP inhibitory promiscuity	+	0.8020	80.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9418	94.18%
Carcinogenicity (trinary)	Non-required	0.5297	52.97%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6954	69.54%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5392	53.92%
skin sensitisation	-	0.8612	86.12%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7365	73.65%
Estrogen receptor binding	+	0.9050	90.50%
Androgen receptor binding	+	0.5828	58.28%
Thyroid receptor binding	+	0.6683	66.83%
Glucocorticoid receptor binding	+	0.8580	85.80%
Aromatase binding	-	0.5359	53.59%
PPAR gamma	+	0.5267	52.67%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.6895	68.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.33%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.03%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.40%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.63%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.44%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.66%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.33%	96.09%
CHEMBL2535	P11166	Glucose transporter	87.60%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.46%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.47%	96.67%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.08%	89.62%

Plants that contains it

• Corydalis yanhusuo

Cross-Links

• PubChem: 72715158
• LOTUS: LTS0017913
• wikiData: Q105343312