Isaindigotone

Details

• Internal ID: 901218d3-f9d7-4c90-93d2-06d9225a534f
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: (3E)-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,2-dihydropyrrolo[2,1-b]quinazolin-9-one
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=C2CCN3C2=NC4=CC=CC=C4C3=O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/2\CCN3C2=NC4=CC=CC=C4C3=O
• InChI: InChI=1S/C20H18N2O4/c1-25-16-10-12(11-17(26-2)18(16)23)9-13-7-8-22-19(13)21-15-6-4-3-5-14(15)20(22)24/h3-6,9-11,23H,7-8H2,1-2H3/b13-9+
• InChI Key: UBCUTNIGHUVICE-UKTHLTGXSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.12665706 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.60

Synonyms

• CHEMBL518103
• BDBM50250921

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
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	40 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.46%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.85%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.91%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.89%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	88.21%	96.47%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.07%	83.57%
CHEMBL1951	P21397	Monoamine oxidase A	85.89%	91.49%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.73%	97.36%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.99%	96.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.69%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.17%	99.15%
CHEMBL4208	P20618	Proteasome component C5	83.15%	90.00%
CHEMBL2535	P11166	Glucose transporter	81.91%	98.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.61%	96.39%

Plants that contains it

• Isatis tinctoria

Cross-Links

• PubChem: 135433966
• LOTUS: LTS0128412
• wikiData: Q105269221