methyl (4aS,5R)-5-(1H-indol-2-yl)-2-methyl-1,3,4,4a,6,8-hexahydrooxepino[4,5-c]pyridine-5-carboxylate

Details

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Internal ID 2174cc71-60bb-44f4-a699-df9abc960741
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name methyl (4aS,5R)-5-(1H-indol-2-yl)-2-methyl-1,3,4,4a,6,8-hexahydrooxepino[4,5-c]pyridine-5-carboxylate
SMILES (Canonical) CN1CCC2C(=CCOCC2(C3=CC4=CC=CC=C4N3)C(=O)OC)C1
SMILES (Isomeric) CN1CC[C@H]2C(=CCOC[C@@]2(C3=CC4=CC=CC=C4N3)C(=O)OC)C1
InChI InChI=1S/C20H24N2O3/c1-22-9-7-16-15(12-22)8-10-25-13-20(16,19(23)24-2)18-11-14-5-3-4-6-17(14)21-18/h3-6,8,11,16,21H,7,9-10,12-13H2,1-2H3/t16-,20+/m0/s1
InChI Key SSQMYHQHWMKUFY-OXJNMPFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H24N2O3
Molecular Weight 340.40 g/mol
Exact Mass 340.17869263 g/mol
Topological Polar Surface Area (TPSA) 54.60 Ų
XlogP 1.60
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (4aS,5R)-5-(1H-indol-2-yl)-2-methyl-1,3,4,4a,6,8-hexahydrooxepino[4,5-c]pyridine-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9793 97.93%
Caco-2 + 0.6819 68.19%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5401 54.01%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior + 0.9161 91.61%
OATP1B3 inhibitior + 0.9387 93.87%
MATE1 inhibitior - 0.8409 84.09%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.6298 62.98%
P-glycoprotein inhibitior + 0.6922 69.22%
P-glycoprotein substrate + 0.5175 51.75%
CYP3A4 substrate + 0.6309 63.09%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4443 44.43%
CYP3A4 inhibition + 0.5171 51.71%
CYP2C9 inhibition - 0.6279 62.79%
CYP2C19 inhibition - 0.8208 82.08%
CYP2D6 inhibition - 0.6848 68.48%
CYP1A2 inhibition + 0.5377 53.77%
CYP2C8 inhibition - 0.5719 57.19%
CYP inhibitory promiscuity - 0.6476 64.76%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6383 63.83%
Eye corrosion - 0.9854 98.54%
Eye irritation - 0.9914 99.14%
Skin irritation - 0.7807 78.07%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7432 74.32%
Micronuclear + 0.5300 53.00%
Hepatotoxicity + 0.5159 51.59%
skin sensitisation - 0.8393 83.93%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.4851 48.51%
Acute Oral Toxicity (c) III 0.5225 52.25%
Estrogen receptor binding - 0.6459 64.59%
Androgen receptor binding + 0.6974 69.74%
Thyroid receptor binding - 0.5319 53.19%
Glucocorticoid receptor binding - 0.5902 59.02%
Aromatase binding + 0.5177 51.77%
PPAR gamma - 0.6435 64.35%
Honey bee toxicity - 0.8981 89.81%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9905 99.05%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.70% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.60% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 95.51% 93.03%
CHEMBL2581 P07339 Cathepsin D 94.71% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.38% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.80% 99.23%
CHEMBL4208 P20618 Proteasome component C5 89.93% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.10% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.59% 85.14%
CHEMBL5028 O14672 ADAM10 87.32% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.79% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.58% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.50% 97.09%

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.
Alstonia rostrata
Alstonia scholaris

Cross-Links

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PubChem 163047197
LOTUS LTS0111390
wikiData Q105259825