3-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-6-(3-methylbut-2-enyl)-1H-indole

Details

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Internal ID 83f4dbd7-b608-4eda-b398-07bb877d0a07
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name 3-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-6-(3-methylbut-2-enyl)-1H-indole
SMILES (Canonical) CC(=CCC1=CC2=C(C=C1)C(=CN2)CC3C(O3)(C)C)C
SMILES (Isomeric) CC(=CCC1=CC2=C(C=C1)C(=CN2)C[C@H]3C(O3)(C)C)C
InChI InChI=1S/C18H23NO/c1-12(2)5-6-13-7-8-15-14(11-19-16(15)9-13)10-17-18(3,4)20-17/h5,7-9,11,17,19H,6,10H2,1-4H3/t17-/m0/s1
InChI Key AIVNYWNNQMORAQ-KRWDZBQOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C18H23NO
Molecular Weight 269.40 g/mol
Exact Mass 269.177964357 g/mol
Topological Polar Surface Area (TPSA) 28.30 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.40
H-Bond Acceptor 1
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[[(2S)-3,3-dimethyloxiran-2-yl]methyl]-6-(3-methylbut-2-enyl)-1H-indole

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9966 99.66%
Caco-2 + 0.6087 60.87%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Lysosomes 0.3799 37.99%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9274 92.74%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8107 81.07%
P-glycoprotein inhibitior - 0.8300 83.00%
P-glycoprotein substrate - 0.5424 54.24%
CYP3A4 substrate + 0.5329 53.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6791 67.91%
CYP3A4 inhibition + 0.5449 54.49%
CYP2C9 inhibition - 0.5472 54.72%
CYP2C19 inhibition + 0.6600 66.00%
CYP2D6 inhibition - 0.7608 76.08%
CYP1A2 inhibition + 0.6446 64.46%
CYP2C8 inhibition - 0.5672 56.72%
CYP inhibitory promiscuity + 0.9178 91.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5445 54.45%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.8811 88.11%
Skin irritation - 0.6704 67.04%
Skin corrosion - 0.8896 88.96%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8789 87.89%
Micronuclear - 0.5300 53.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.6268 62.68%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8358 83.58%
Acute Oral Toxicity (c) III 0.5800 58.00%
Estrogen receptor binding + 0.8327 83.27%
Androgen receptor binding - 0.5437 54.37%
Thyroid receptor binding + 0.7847 78.47%
Glucocorticoid receptor binding + 0.5711 57.11%
Aromatase binding + 0.7618 76.18%
PPAR gamma + 0.6453 64.53%
Honey bee toxicity - 0.7930 79.30%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8836 88.36%

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 99.46% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.07% 91.49%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.95% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.44% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.07% 92.62%
CHEMBL4040 P28482 MAP kinase ERK2 88.81% 83.82%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.69% 97.28%
CHEMBL3401 O75469 Pregnane X receptor 88.23% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 87.40% 94.75%
CHEMBL3492 P49721 Proteasome Macropain subunit 87.22% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.09% 95.89%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.43% 83.10%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.84% 91.38%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 83.93% 92.88%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.31% 94.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.93% 98.59%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.84% 96.90%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 81.81% 92.68%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.66% 85.30%
CHEMBL3310 Q96DB2 Histone deacetylase 11 81.60% 88.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.46% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.24% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.18% 95.71%

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.
Hexalobus crispiflorus
Isolona congolana
Xanthium strumarium subsp. strumarium

Cross-Links

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PubChem 9993241
NPASS NPC205441
LOTUS LTS0163762
wikiData Q104912985