2-Hydroxy-9,10-dimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-3-one

Details

• Internal ID: ffe2f655-9059-423e-b607-a0dfc557f9fa
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 2-hydroxy-9,10-dimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-3-one
• SMILES (Canonical): COC1=C(C2=CN3CCC4=CC(=O)C(=CC4=C3C=C2C=C1)O)OC
• SMILES (Isomeric): COC1=C(C2=CN3CCC4=CC(=O)C(=CC4=C3C=C2C=C1)O)OC
• InChI: InChI=1S/C19H17NO4/c1-23-18-4-3-11-7-15-13-9-17(22)16(21)8-12(13)5-6-20(15)10-14(11)19(18)24-2/h3-4,7-10,22H,5-6H2,1-2H3
• InChI Key: HVTCKKMWZDDWOY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₇NO₄
• Molecular Weight: 323.30 g/mol
• Exact Mass: 323.11575802 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.7987	79.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8328	83.28%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9305	93.05%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7352	73.52%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6373	63.73%
CYP3A4 substrate	+	0.6229	62.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8158	81.58%
CYP3A4 inhibition	-	0.7236	72.36%
CYP2C9 inhibition	-	0.7219	72.19%
CYP2C19 inhibition	-	0.7722	77.22%
CYP2D6 inhibition	+	0.6275	62.75%
CYP1A2 inhibition	+	0.6107	61.07%
CYP2C8 inhibition	-	0.6701	67.01%
CYP inhibitory promiscuity	+	0.7080	70.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9418	94.18%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8301	83.01%
Skin irritation	-	0.7406	74.06%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6506	65.06%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5450	54.50%
Acute Oral Toxicity (c)	III	0.7184	71.84%
Estrogen receptor binding	+	0.8949	89.49%
Androgen receptor binding	+	0.6633	66.33%
Thyroid receptor binding	+	0.7251	72.51%
Glucocorticoid receptor binding	+	0.8996	89.96%
Aromatase binding	+	0.6881	68.81%
PPAR gamma	+	0.8561	85.61%
Honey bee toxicity	-	0.8874	88.74%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4013	40.13%

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	95.98%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.36%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.85%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	92.32%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.04%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.32%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.57%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	81.62%	90.20%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.55%	93.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.05%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.89%	90.00%

Plants that contains it

• Stephania miyiensis
• Thalictrum javanicum

Cross-Links

• PubChem: 101404950
• LOTUS: LTS0064156
• wikiData: Q105034423