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

Details

• Internal ID: 0f132bb8-5f37-4572-977d-70be91c4a7c8
• Taxonomy: Alkaloids and derivatives > Phthalide isoquinolines
• IUPAC Name: (3S)-6,7-dimethoxy-3-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one
• SMILES (Canonical): CN1CCC2=CC3=C(C=C2C1C4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OCO3
• SMILES (Isomeric): CN1CCC2=CC3=C(C=C2[C@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OCO3
• InChI: InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3/t18-,19-/m0/s1
• InChI Key: JZUTXVTYJDCMDU-OALUTQOASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₁NO₆
• Molecular Weight: 383.40 g/mol
• Exact Mass: 383.13688739 g/mol
• Topological Polar Surface Area (TPSA): 66.50 Ų
• XlogP: 2.70

Synonyms

• Spectrum_001972
• Spectrum2_001341
• Spectrum3_000789
• Spectrum4_000813
• Spectrum5_001708
• BSPBio_002498
• KBioGR_001325
• KBioSS_002538
• HYDRASTINE (1S,9R)
• SPECTRUM1500687
• SPBio_001521
• KBio2_002529
• KBio2_005097
• KBio2_007665
• KBio3_001718
• CHEBI:114193
• HMS1921C18
• CCG-38836
• SDCCGMLS-0066629.P001
• (3S)-6,7-dimethoxy-3-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one
• BRD-K61271364-001-02-4
• Q27195310

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293237	P54132	Bloom syndrome protein	3.2 nM	Potency	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	0.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.59%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.29%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.61%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.54%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	92.60%	96.76%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	90.05%	91.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.50%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.17%	95.89%
CHEMBL2535	P11166	Glucose transporter	88.95%	98.75%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	88.90%	96.86%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.70%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.40%	92.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.81%	82.38%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.48%	82.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.34%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.89%	100.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.87%	90.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.03%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.38%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.28%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.94%	97.14%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.12%	95.78%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.06%	92.38%

Plants that contains it

• Corydalis pseudoadunca
• Fumaria parviflora

Cross-Links

• PubChem: 6546945
• LOTUS: LTS0141297
• wikiData: Q27195310