1-(1,3-Benzodioxol-5-ylmethyl)-6-methoxy-4-(1-methylpyrrolidin-2-yl)isoquinolin-7-ol

Details

• Internal ID: 83e976cd-ae95-4694-9749-3e59418c2212
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyrrolidinylpyridines
• IUPAC Name: 1-(1,3-benzodioxol-5-ylmethyl)-6-methoxy-4-(1-methylpyrrolidin-2-yl)isoquinolin-7-ol
• SMILES (Canonical): CN1CCCC1C2=CN=C(C3=CC(=C(C=C32)OC)O)CC4=CC5=C(C=C4)OCO5
• SMILES (Isomeric): CN1CCCC1C2=CN=C(C3=CC(=C(C=C32)OC)O)CC4=CC5=C(C=C4)OCO5
• InChI: InChI=1S/C23H24N2O4/c1-25-7-3-4-19(25)17-12-24-18(16-10-20(26)22(27-2)11-15(16)17)8-14-5-6-21-23(9-14)29-13-28-21/h5-6,9-12,19,26H,3-4,7-8,13H2,1-2H3
• InChI Key: QTNXTKJLLAKSHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄N₂O₄
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.17360725 g/mol
• Topological Polar Surface Area (TPSA): 64.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9231	92.31%
Caco-2	+	0.6132	61.32%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4438	44.38%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9205	92.05%
P-glycoprotein inhibitior	+	0.8229	82.29%
P-glycoprotein substrate	+	0.6585	65.85%
CYP3A4 substrate	+	0.6612	66.12%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	+	0.5912	59.12%
CYP3A4 inhibition	+	0.8687	86.87%
CYP2C9 inhibition	-	0.7021	70.21%
CYP2C19 inhibition	-	0.6287	62.87%
CYP2D6 inhibition	+	0.5139	51.39%
CYP1A2 inhibition	-	0.5309	53.09%
CYP2C8 inhibition	+	0.5343	53.43%
CYP inhibitory promiscuity	+	0.8722	87.22%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6096	60.96%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9673	96.73%
Skin irritation	-	0.7916	79.16%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6719	67.19%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8824	88.24%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9355	93.55%
Acute Oral Toxicity (c)	III	0.7396	73.96%
Estrogen receptor binding	+	0.7894	78.94%
Androgen receptor binding	+	0.6383	63.83%
Thyroid receptor binding	+	0.7081	70.81%
Glucocorticoid receptor binding	+	0.8173	81.73%
Aromatase binding	+	0.7372	73.72%
PPAR gamma	+	0.7622	76.22%
Honey bee toxicity	-	0.7461	74.61%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.8804	88.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.63%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.24%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.21%	96.77%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.26%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.68%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	96.41%	99.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.10%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.51%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	92.38%	89.62%
CHEMBL5747	Q92793	CREB-binding protein	92.07%	95.12%
CHEMBL2535	P11166	Glucose transporter	91.91%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.59%	91.11%
CHEMBL235	P37231	Peroxisome proliferator-activated receptor gamma	90.82%	95.39%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.81%	86.33%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	89.75%	95.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.81%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.53%	95.56%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	88.33%	87.50%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.85%	93.40%
CHEMBL4208	P20618	Proteasome component C5	86.72%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.40%	92.94%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	85.44%	82.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.38%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.03%	89.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.62%	96.69%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	84.17%	91.43%
CHEMBL3438	Q05513	Protein kinase C zeta	83.44%	88.48%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	83.40%	85.83%
CHEMBL261	P00915	Carbonic anhydrase I	82.19%	96.76%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.99%	99.15%
CHEMBL1827	O76074	Phosphodiesterase 5A	81.74%	99.55%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.31%	98.46%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.49%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.45%	90.71%

Plants that contains it

• Papaver arenarium

Cross-Links

• PubChem: 163010607
• LOTUS: LTS0242522
• wikiData: Q105227831