Isoindigotin

Details

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Internal ID 1609356a-bc90-4fa6-b93a-5a3c4ea19ea3
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
IUPAC Name 3-(2-hydroxy-1H-indol-3-yl)indol-2-one
SMILES (Canonical) C1=CC=C2C(=C1)C(=C(N2)O)C3=C4C=CC=CC4=NC3=O
SMILES (Isomeric) C1=CC=C2C(=C1)C(=C(N2)O)C3=C4C=CC=CC4=NC3=O
InChI InChI=1S/C16H10N2O2/c19-15-13(9-5-1-3-7-11(9)17-15)14-10-6-2-4-8-12(10)18-16(14)20/h1-8,17,19H
InChI Key VBMISAYWIMDRCV-UHFFFAOYSA-N
Popularity 88 references in papers

Physical and Chemical Properties

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Molecular Formula C16H10N2O2
Molecular Weight 262.26 g/mol
Exact Mass 262.074227566 g/mol
Topological Polar Surface Area (TPSA) 65.50 Ų
XlogP 2.60
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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Isoindigo
476-34-6
(E)-[3,3'-Biindolinylidene]-2,2'-dione
180479-95-2
[3,3'-Biindolinylidene]-2,2'-dione
6UE33XXJ1Y
CHEMBL515155
2H-Indol-2-one, 3-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)-1,3-dihydro-
3-(2-hydroxy-1H-indol-3-yl)indol-2-one
UNII-6UE33XXJ1Y
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Isoindigotin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9971 99.71%
Caco-2 + 0.4948 49.48%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Plasma membrane 0.5370 53.70%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9339 93.39%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior - 0.4812 48.12%
P-glycoprotein inhibitior - 0.8383 83.83%
P-glycoprotein substrate - 0.8995 89.95%
CYP3A4 substrate + 0.5157 51.57%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8324 83.24%
CYP3A4 inhibition + 0.5575 55.75%
CYP2C9 inhibition + 0.7819 78.19%
CYP2C19 inhibition - 0.5541 55.41%
CYP2D6 inhibition - 0.6404 64.04%
CYP1A2 inhibition + 0.8873 88.73%
CYP2C8 inhibition - 0.6217 62.17%
CYP inhibitory promiscuity + 0.7173 71.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7500 75.00%
Carcinogenicity (trinary) Non-required 0.5733 57.33%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.6174 61.74%
Skin irritation - 0.8109 81.09%
Skin corrosion - 0.9557 95.57%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.8631 86.31%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.5198 51.98%
skin sensitisation - 0.8321 83.21%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.6888 68.88%
Acute Oral Toxicity (c) III 0.4212 42.12%
Estrogen receptor binding + 0.7143 71.43%
Androgen receptor binding + 0.6572 65.72%
Thyroid receptor binding + 0.6844 68.44%
Glucocorticoid receptor binding + 0.9151 91.51%
Aromatase binding + 0.9069 90.69%
PPAR gamma + 0.9331 93.31%
Honey bee toxicity - 0.9294 92.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9539 95.39%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.97% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.21% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 92.48% 94.62%
CHEMBL2535 P11166 Glucose transporter 91.82% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.19% 99.23%
CHEMBL2581 P07339 Cathepsin D 90.49% 98.95%
CHEMBL262 P49841 Glycogen synthase kinase-3 beta 88.85% 95.72%
CHEMBL1951 P21397 Monoamine oxidase A 87.57% 91.49%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.41% 94.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.95% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.94% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 83.64% 94.75%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.97% 96.00%
CHEMBL1781 P11387 DNA topoisomerase I 80.67% 97.00%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 80.22% 96.67%
CHEMBL3310 Q96DB2 Histone deacetylase 11 80.13% 88.56%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Isatis tinctoria

Cross-Links

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PubChem 164610
LOTUS LTS0236544
wikiData Q104389762