2-(1H-indol-3-ylmethylidene)-1H-indol-3-one

Details

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Internal ID 7bc9ce13-76e8-4b6b-a6db-717fe30b5ba2
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name 2-(1H-indol-3-ylmethylidene)-1H-indol-3-one
SMILES (Canonical) C1=CC=C2C(=C1)C(=CN2)C=C3C(=O)C4=CC=CC=C4N3
SMILES (Isomeric) C1=CC=C2C(=C1)C(=CN2)C=C3C(=O)C4=CC=CC=C4N3
InChI InChI=1S/C17H12N2O/c20-17-13-6-2-4-8-15(13)19-16(17)9-11-10-18-14-7-3-1-5-12(11)14/h1-10,18-19H
InChI Key BCLNVIMWEDWVSK-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C17H12N2O
Molecular Weight 260.29 g/mol
Exact Mass 260.094963011 g/mol
Topological Polar Surface Area (TPSA) 44.90 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(1H-indol-3-ylmethylidene)-1H-indol-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8496 84.96%
Blood Brain Barrier + 0.7379 73.79%
Human oral bioavailability + 0.7143 71.43%
Subcellular localzation Mitochondria 0.5785 57.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9046 90.46%
OATP1B3 inhibitior + 0.9472 94.72%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.7632 76.32%
P-glycoprotein inhibitior - 0.8330 83.30%
P-glycoprotein substrate - 0.9271 92.71%
CYP3A4 substrate + 0.5633 56.33%
CYP2C9 substrate - 0.5962 59.62%
CYP2D6 substrate - 0.8158 81.58%
CYP3A4 inhibition - 0.8072 80.72%
CYP2C9 inhibition + 0.7789 77.89%
CYP2C19 inhibition + 0.8114 81.14%
CYP2D6 inhibition + 0.6957 69.57%
CYP1A2 inhibition + 0.9199 91.99%
CYP2C8 inhibition - 0.8511 85.11%
CYP inhibitory promiscuity + 0.9806 98.06%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5038 50.38%
Eye corrosion - 0.9922 99.22%
Eye irritation + 0.5285 52.85%
Skin irritation - 0.8039 80.39%
Skin corrosion - 0.9706 97.06%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4520 45.20%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5052 50.52%
skin sensitisation - 0.8396 83.96%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.6550 65.50%
Acute Oral Toxicity (c) III 0.5178 51.78%
Estrogen receptor binding + 0.9901 99.01%
Androgen receptor binding + 0.7981 79.81%
Thyroid receptor binding + 0.6887 68.87%
Glucocorticoid receptor binding + 0.8622 86.22%
Aromatase binding + 0.9383 93.83%
PPAR gamma + 0.8270 82.70%
Honey bee toxicity - 0.7497 74.97%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.8105 81.05%

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
CHEMBL1951 P21397 Monoamine oxidase A 97.44% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.15% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.55% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 94.59% 94.75%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 90.59% 81.14%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 90.30% 83.10%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.76% 88.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.29% 94.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.27% 89.00%
CHEMBL3524 P56524 Histone deacetylase 4 88.89% 92.97%
CHEMBL1829 O15379 Histone deacetylase 3 88.32% 95.00%
CHEMBL308 P06493 Cyclin-dependent kinase 1 87.72% 91.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.27% 99.23%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 87.23% 92.67%
CHEMBL4237 O75582 Ribosomal protein S6 kinase alpha 5 86.29% 91.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.69% 94.08%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 84.67% 96.47%
CHEMBL255 P29275 Adenosine A2b receptor 84.15% 98.59%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 84.14% 85.49%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.48% 83.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.29% 90.08%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.02% 96.39%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.34% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.24% 93.03%
CHEMBL2535 P11166 Glucose transporter 80.23% 98.75%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.21% 80.96%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 80.08% 80.78%

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 3475290
LOTUS LTS0020449
wikiData Q104923481