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3-ethyl-9,10-dimethoxy-2-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-8-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 2cb86ad0-2d71-466c-a0b3-e5d61d1978c9
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 3-ethyl-9,10-dimethoxy-2-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-8-ol
SMILES (Canonical) CCC1CN2CCC3=C(C(=C(C=C3C2CC1CC4C5=C(CCN4)C6=CC=CC=C6N5)OC)OC)O
SMILES (Isomeric) CCC1CN2CCC3=C(C(=C(C=C3C2CC1CC4C5=C(CCN4)C6=CC=CC=C6N5)OC)OC)O
InChI InChI=1S/C29H37N3O3/c1-4-17-16-32-12-10-21-22(15-26(34-2)29(35-3)28(21)33)25(32)14-18(17)13-24-27-20(9-11-30-24)19-7-5-6-8-23(19)31-27/h5-8,15,17-18,24-25,30-31,33H,4,9-14,16H2,1-3H3
InChI Key BZIKDLPHKDIUHH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H37N3O3
Molecular Weight 475.60 g/mol
Exact Mass 475.28349205 g/mol
Topological Polar Surface Area (TPSA) 69.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 5.11
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-ethyl-9,10-dimethoxy-2-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-ylmethyl)-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-8-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9693 96.93%
Caco-2 - 0.5566 55.66%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.4645 46.45%
OATP2B1 inhibitior - 0.8572 85.72%
OATP1B1 inhibitior + 0.8138 81.38%
OATP1B3 inhibitior + 0.9229 92.29%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9901 99.01%
P-glycoprotein inhibitior + 0.7508 75.08%
P-glycoprotein substrate + 0.8478 84.78%
CYP3A4 substrate + 0.7152 71.52%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate + 0.6979 69.79%
CYP3A4 inhibition - 0.9241 92.41%
CYP2C9 inhibition - 0.9193 91.93%
CYP2C19 inhibition - 0.9338 93.38%
CYP2D6 inhibition + 0.8080 80.80%
CYP1A2 inhibition - 0.8967 89.67%
CYP2C8 inhibition + 0.7545 75.45%
CYP inhibitory promiscuity - 0.9156 91.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6739 67.39%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9847 98.47%
Skin irritation - 0.7518 75.18%
Skin corrosion - 0.9316 93.16%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9601 96.01%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8754 87.54%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8802 88.02%
Acute Oral Toxicity (c) III 0.5887 58.87%
Estrogen receptor binding + 0.7964 79.64%
Androgen receptor binding + 0.8099 80.99%
Thyroid receptor binding + 0.7126 71.26%
Glucocorticoid receptor binding + 0.7425 74.25%
Aromatase binding + 0.6166 61.66%
PPAR gamma + 0.6029 60.29%
Honey bee toxicity - 0.7909 79.09%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5951 59.51%
Fish aquatic toxicity - 0.4010 40.10%

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 99.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.03% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.01% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.26% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.19% 93.99%
CHEMBL2581 P07339 Cathepsin D 92.97% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.88% 95.56%
CHEMBL2535 P11166 Glucose transporter 91.75% 98.75%
CHEMBL4302 P08183 P-glycoprotein 1 91.22% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.42% 86.33%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.87% 91.71%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 87.51% 82.38%
CHEMBL213 P08588 Beta-1 adrenergic receptor 87.20% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.99% 92.62%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 86.73% 94.08%
CHEMBL217 P14416 Dopamine D2 receptor 86.29% 95.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.97% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.70% 99.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.67% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.02% 89.00%
CHEMBL5747 Q92793 CREB-binding protein 83.96% 95.12%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.16% 95.89%
CHEMBL1914 P06276 Butyrylcholinesterase 82.12% 95.00%
CHEMBL228 P31645 Serotonin transporter 81.87% 95.51%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.59% 100.00%
CHEMBL5028 O14672 ADAM10 80.33% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 5089479
LOTUS LTS0060133
wikiData Q104950480