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(1S,2S,8S,9S)-9-[2-(1H-indol-3-yl)ethylamino]-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadec-11-en-13-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 559843ef-c1b4-4871-9343-90463b74d969
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Tryptamines and derivatives
IUPAC Name (1S,2S,8S,9S)-9-[2-(1H-indol-3-yl)ethylamino]-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadec-11-en-13-one
SMILES (Canonical) C1CCN2C(C1)C34CC2C(CC3=CC(=O)O4)NCCC5=CNC6=CC=CC=C65
SMILES (Isomeric) C1CCN2[C@@H](C1)[C@]34C[C@H]2[C@H](CC3=CC(=O)O4)NCCC5=CNC6=CC=CC=C65
InChI InChI=1S/C23H27N3O2/c27-22-12-16-11-19(20-13-23(16,28-22)21-7-3-4-10-26(20)21)24-9-8-15-14-25-18-6-2-1-5-17(15)18/h1-2,5-6,12,14,19-21,24-25H,3-4,7-11,13H2/t19-,20-,21-,23-/m0/s1
InChI Key IWVPJLXKLFDSTF-FKEBYFGASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H27N3O2
Molecular Weight 377.50 g/mol
Exact Mass 377.21032711 g/mol
Topological Polar Surface Area (TPSA) 57.40 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.92
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,8S,9S)-9-[2-(1H-indol-3-yl)ethylamino]-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadec-11-en-13-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9755 97.55%
Caco-2 - 0.6648 66.48%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Lysosomes 0.5215 52.15%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8942 89.42%
OATP1B3 inhibitior + 0.9432 94.32%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9696 96.96%
P-glycoprotein inhibitior + 0.7954 79.54%
P-glycoprotein substrate + 0.7499 74.99%
CYP3A4 substrate + 0.6884 68.84%
CYP2C9 substrate - 0.6180 61.80%
CYP2D6 substrate - 0.7327 73.27%
CYP3A4 inhibition - 0.6184 61.84%
CYP2C9 inhibition - 0.8061 80.61%
CYP2C19 inhibition - 0.7741 77.41%
CYP2D6 inhibition - 0.7623 76.23%
CYP1A2 inhibition - 0.6994 69.94%
CYP2C8 inhibition + 0.5472 54.72%
CYP inhibitory promiscuity + 0.5278 52.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5475 54.75%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9966 99.66%
Skin irritation - 0.7554 75.54%
Skin corrosion - 0.9241 92.41%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8918 89.18%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5269 52.69%
skin sensitisation - 0.8279 82.79%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5853 58.53%
Acute Oral Toxicity (c) III 0.6427 64.27%
Estrogen receptor binding + 0.6285 62.85%
Androgen receptor binding + 0.6983 69.83%
Thyroid receptor binding - 0.5655 56.55%
Glucocorticoid receptor binding - 0.4884 48.84%
Aromatase binding + 0.5596 55.96%
PPAR gamma - 0.5977 59.77%
Honey bee toxicity - 0.8194 81.94%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.7077 70.77%

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 99.64% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.46% 98.95%
CHEMBL2492 P36544 Neuronal acetylcholine receptor protein alpha-7 subunit 95.48% 88.42%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 94.83% 98.59%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 94.24% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.03% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.51% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.82% 85.14%
CHEMBL1914 P06276 Butyrylcholinesterase 92.54% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 91.07% 90.08%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.49% 97.64%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.45% 88.56%
CHEMBL5805 Q9NR97 Toll-like receptor 8 89.79% 96.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.25% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.03% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.40% 97.25%
CHEMBL3384 Q16512 Protein kinase N1 87.98% 80.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.43% 92.62%
CHEMBL226 P30542 Adenosine A1 receptor 87.29% 95.93%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.97% 96.39%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.84% 95.83%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.61% 95.71%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 86.50% 80.96%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.32% 95.89%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.27% 83.10%
CHEMBL1937 Q92769 Histone deacetylase 2 85.54% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.40% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.59% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.88% 93.04%
CHEMBL4801 P29466 Caspase-1 81.61% 96.85%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 81.10% 94.78%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.84% 93.03%

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.
Margaritaria indica

Cross-Links

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PubChem 163193093
LOTUS LTS0179497
wikiData Q105121911