5-[[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl]-1,3-benzodioxole-4-carbaldehyde

Details

• Internal ID: 64d33025-0486-4950-b50d-628fb88a23c7
• Taxonomy: Organoheterocyclic compounds > Tetrahydroisoquinolines
• IUPAC Name: 5-[[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl]-1,3-benzodioxole-4-carbaldehyde
• InChI: InChI=1S/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(21)6-12-2-3-17-20(15(12)9-22)26-11-23-17/h2-3,7-9,16H,4-6,10-11H2,1H3/t16-/m0/s1
• InChI Key: HYWZGQMUNYHGNN-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉NO₅
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.12632271 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 6
• 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	+	0.9653	96.53%
Caco-2	+	0.7611	76.11%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5046	50.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8552	85.52%
P-glycoprotein inhibitior	+	0.6082	60.82%
P-glycoprotein substrate	-	0.7307	73.07%
CYP3A4 substrate	+	0.5727	57.27%
CYP2C9 substrate	+	0.5954	59.54%
CYP2D6 substrate	+	0.4049	40.49%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	+	0.6135	61.35%
CYP1A2 inhibition	+	0.8088	80.88%
CYP2C8 inhibition	-	0.8838	88.38%
CYP inhibitory promiscuity	-	0.5722	57.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5815	58.15%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9729	97.29%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7385	73.85%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5129	51.29%
Acute Oral Toxicity (c)	III	0.7659	76.59%
Estrogen receptor binding	+	0.7434	74.34%
Androgen receptor binding	+	0.5574	55.74%
Thyroid receptor binding	-	0.6272	62.72%
Glucocorticoid receptor binding	+	0.7844	78.44%
Aromatase binding	+	0.5387	53.87%
PPAR gamma	+	0.7117	71.17%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9485	94.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.13%	96.77%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.36%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.77%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.88%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.71%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.30%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.96%	85.14%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.08%	90.24%
CHEMBL3401	O75469	Pregnane X receptor	81.76%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.40%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.10%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.76%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.50%	89.50%

Plants that contains it

• Corydalis raddeana

Cross-Links

• PubChem: 162887589
• LOTUS: LTS0138925
• wikiData: Q105035509