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1-[(3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-6-ol

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 53ed4ba3-0367-4bc7-8c6e-6c624119d4e0
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1-[(3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-6-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H35N3O3/c1-4-17-16-32-10-8-18-13-27(34-2)28(35-3)15-22(18)26(32)12-19(17)11-25-29-21(7-9-30-25)23-14-20(33)5-6-24(23)31-29/h5-6,13-15,17,19,26,31,33H,4,7-12,16H2,1-3H3
InChI Key GCTJLTJFQJWMAB-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C29H35N3O3
Molecular Weight 473.60 g/mol
Exact Mass 473.26784199 g/mol
Topological Polar Surface Area (TPSA) 70.10 Ų
XlogP 4.80
Atomic LogP (AlogP) 5.27
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl)methyl]-4,9-dihydro-3H-pyrido[3,4-b]indol-6-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9540 95.40%
Caco-2 - 0.5458 54.58%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6317 63.17%
OATP2B1 inhibitior - 0.7197 71.97%
OATP1B1 inhibitior + 0.8795 87.95%
OATP1B3 inhibitior + 0.9120 91.20%
MATE1 inhibitior - 0.8035 80.35%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9863 98.63%
P-glycoprotein inhibitior + 0.8505 85.05%
P-glycoprotein substrate + 0.9002 90.02%
CYP3A4 substrate + 0.7147 71.47%
CYP2C9 substrate - 0.6027 60.27%
CYP2D6 substrate + 0.4220 42.20%
CYP3A4 inhibition - 0.5433 54.33%
CYP2C9 inhibition - 0.9021 90.21%
CYP2C19 inhibition - 0.8568 85.68%
CYP2D6 inhibition + 0.8562 85.62%
CYP1A2 inhibition - 0.7941 79.41%
CYP2C8 inhibition + 0.7317 73.17%
CYP inhibitory promiscuity - 0.6427 64.27%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6798 67.98%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9608 96.08%
Skin irritation - 0.7621 76.21%
Skin corrosion - 0.9329 93.29%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7676 76.76%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8735 87.35%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.7412 74.12%
Acute Oral Toxicity (c) III 0.6131 61.31%
Estrogen receptor binding + 0.8201 82.01%
Androgen receptor binding + 0.7557 75.57%
Thyroid receptor binding + 0.7184 71.84%
Glucocorticoid receptor binding + 0.7342 73.42%
Aromatase binding + 0.5799 57.99%
PPAR gamma + 0.5188 51.88%
Honey bee toxicity - 0.8009 80.09%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.7989 79.89%

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 99.58% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.00% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.13% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 97.71% 92.94%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.71% 93.99%
CHEMBL2581 P07339 Cathepsin D 95.94% 98.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.51% 91.79%
CHEMBL2535 P11166 Glucose transporter 94.50% 98.75%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 94.07% 95.89%
CHEMBL284 P27487 Dipeptidyl peptidase IV 93.52% 95.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.52% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.19% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.40% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 91.51% 95.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.24% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.03% 91.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 90.07% 89.62%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 89.62% 85.49%
CHEMBL5747 Q92793 CREB-binding protein 89.48% 95.12%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.64% 99.17%
CHEMBL255 P29275 Adenosine A2b receptor 85.24% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.64% 94.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 82.04% 82.38%
CHEMBL3438 Q05513 Protein kinase C zeta 81.68% 88.48%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.51% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.92% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.23% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 163048431
LOTUS LTS0275112
wikiData Q105006463