2,3,10,11-Tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-1-one

Details

• Internal ID: 63c92495-fd00-4f92-8178-7c73c4bb26e9
• Taxonomy: Organoheterocyclic compounds > Dihydroisoquinolines
• IUPAC Name: 2,3,10,11-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-1-one
• SMILES (Canonical): COC1=CC2=CC3=C4C(=CC(=C(C4=O)OC)OC)CCN3C=C2C=C1OC
• SMILES (Isomeric): COC1=CC2=CC3=C4C(=CC(=C(C4=O)OC)OC)CCN3C=C2C=C1OC
• InChI: InChI=1S/C21H21NO5/c1-24-16-9-13-7-15-19-12(8-18(26-3)21(27-4)20(19)23)5-6-22(15)11-14(13)10-17(16)25-2/h7-11H,5-6H2,1-4H3
• InChI Key: IEQMVBMZEXXFIL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁NO₅
• Molecular Weight: 367.40 g/mol
• Exact Mass: 367.14197277 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.9416	94.16%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8329	83.29%
P-glycoprotein inhibitior	+	0.8126	81.26%
P-glycoprotein substrate	-	0.6225	62.25%
CYP3A4 substrate	+	0.5254	52.54%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8170	81.70%
CYP3A4 inhibition	-	0.7362	73.62%
CYP2C9 inhibition	-	0.8022	80.22%
CYP2C19 inhibition	-	0.7828	78.28%
CYP2D6 inhibition	-	0.5628	56.28%
CYP1A2 inhibition	+	0.6318	63.18%
CYP2C8 inhibition	-	0.8607	86.07%
CYP inhibitory promiscuity	+	0.7194	71.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9618	96.18%
Carcinogenicity (trinary)	Non-required	0.5092	50.92%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.7680	76.80%
Skin corrosion	-	0.9415	94.15%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4410	44.10%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.6805	68.05%
Estrogen receptor binding	+	0.8824	88.24%
Androgen receptor binding	+	0.5798	57.98%
Thyroid receptor binding	+	0.6508	65.08%
Glucocorticoid receptor binding	+	0.8440	84.40%
Aromatase binding	-	0.5955	59.55%
PPAR gamma	+	0.5783	57.83%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.6521	65.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.27%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.85%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.47%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.37%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.61%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.98%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.79%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.45%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.99%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.59%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.79%	95.89%

Plants that contains it

• Stephania suberosa

Cross-Links

• PubChem: 163192656
• LOTUS: LTS0223376
• wikiData: Q105111927