1-ethyl-8-methoxy-9H-pyrido[3,4-b]indole

Details

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Internal ID 274df06d-940b-402f-a1c7-f64f513e48da
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-ethyl-8-methoxy-9H-pyrido[3,4-b]indole
SMILES (Canonical) CCC1=NC=CC2=C1NC3=C2C=CC=C3OC
SMILES (Isomeric) CCC1=NC=CC2=C1NC3=C2C=CC=C3OC
InChI InChI=1S/C14H14N2O/c1-3-11-13-10(7-8-15-11)9-5-4-6-12(17-2)14(9)16-13/h4-8,16H,3H2,1-2H3
InChI Key XOBFACUQMALBEU-UHFFFAOYSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C14H14N2O
Molecular Weight 226.27 g/mol
Exact Mass 226.110613074 g/mol
Topological Polar Surface Area (TPSA) 37.90 Ų
XlogP 3.10
Atomic LogP (AlogP) 3.29
H-Bond Acceptor 2
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 1-ethyl-8-methoxy-9H-pyrido[3,4-b]indole

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 - 0.5598 55.98%
Blood Brain Barrier + 0.8105 81.05%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.7612 76.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9606 96.06%
OATP1B3 inhibitior + 0.9429 94.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5346 53.46%
P-glycoprotein inhibitior - 0.9479 94.79%
P-glycoprotein substrate + 0.5772 57.72%
CYP3A4 substrate + 0.5451 54.51%
CYP2C9 substrate - 0.8116 81.16%
CYP2D6 substrate + 0.4144 41.44%
CYP3A4 inhibition + 0.6600 66.00%
CYP2C9 inhibition - 0.8409 84.09%
CYP2C19 inhibition - 0.5275 52.75%
CYP2D6 inhibition + 0.7783 77.83%
CYP1A2 inhibition + 0.9199 91.99%
CYP2C8 inhibition + 0.7002 70.02%
CYP inhibitory promiscuity + 0.8578 85.78%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9223 92.23%
Carcinogenicity (trinary) Non-required 0.6432 64.32%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.6857 68.57%
Skin irritation - 0.8028 80.28%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis + 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6920 69.20%
Micronuclear + 0.6900 69.00%
Hepatotoxicity + 0.7250 72.50%
skin sensitisation - 0.8866 88.66%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.6678 66.78%
Acute Oral Toxicity (c) III 0.6918 69.18%
Estrogen receptor binding + 0.9583 95.83%
Androgen receptor binding + 0.8043 80.43%
Thyroid receptor binding + 0.7285 72.85%
Glucocorticoid receptor binding + 0.6907 69.07%
Aromatase binding + 0.8003 80.03%
PPAR gamma + 0.5369 53.69%
Honey bee toxicity - 0.8810 88.10%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity - 0.7655 76.55%

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 97.87% 96.09%
CHEMBL2535 P11166 Glucose transporter 92.95% 98.75%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 92.86% 94.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.19% 94.00%
CHEMBL1907 P15144 Aminopeptidase N 90.77% 93.31%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.04% 86.33%
CHEMBL2581 P07339 Cathepsin D 87.86% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.32% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.99% 95.56%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.85% 95.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.56% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.78% 93.99%
CHEMBL255 P29275 Adenosine A2b receptor 82.66% 98.59%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.28% 97.25%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.38% 89.62%
CHEMBL2717 Q9HCR9 Phosphodiesterase 11A 80.88% 85.00%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 80.66% 96.47%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 80.27% 96.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 80.22% 95.56%

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.
Picrasma quassioides

Cross-Links

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PubChem 45267155
NPASS NPC245816
LOTUS LTS0081868
wikiData Q105337658