PlantaeDB Logo
Login Sign-up

3-ethenyl-9-methoxy-2-[(6-methoxy-4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

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

Top
Internal ID 0d6b8556-2ccb-470d-a17b-f49dc12204f1
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 3-ethenyl-9-methoxy-2-[(6-methoxy-4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine
SMILES (Canonical) COC1=CC2=C(C=C1)NC3=C2CCN=C3CC4CC5C6=C(CCN5CC4C=C)C7=C(N6)C=CC(=C7)OC
SMILES (Isomeric) COC1=CC2=C(C=C1)NC3=C2CCN=C3CC4CC5C6=C(CCN5CC4C=C)C7=C(N6)C=CC(=C7)OC
InChI InChI=1S/C31H34N4O2/c1-4-18-17-35-12-10-23-25-16-21(37-3)6-8-27(25)34-31(23)29(35)14-19(18)13-28-30-22(9-11-32-28)24-15-20(36-2)5-7-26(24)33-30/h4-8,15-16,18-19,29,33-34H,1,9-14,17H2,2-3H3
InChI Key JRXKTKLIGKLYDH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C31H34N4O2
Molecular Weight 494.60 g/mol
Exact Mass 494.26817634 g/mol
Topological Polar Surface Area (TPSA) 65.60 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.82
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-ethenyl-9-methoxy-2-[(6-methoxy-4,9-dihydro-3H-pyrido[3,4-b]indol-1-yl)methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9803 98.03%
Caco-2 - 0.7211 72.11%
Blood Brain Barrier + 0.7650 76.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8374 83.74%
OATP2B1 inhibitior - 0.7154 71.54%
OATP1B1 inhibitior + 0.8835 88.35%
OATP1B3 inhibitior + 0.9292 92.92%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior + 0.7000 70.00%
BSEP inhibitior + 0.9963 99.63%
P-glycoprotein inhibitior + 0.9241 92.41%
P-glycoprotein substrate + 0.7326 73.26%
CYP3A4 substrate + 0.7070 70.70%
CYP2C9 substrate - 0.7853 78.53%
CYP2D6 substrate + 0.4526 45.26%
CYP3A4 inhibition + 0.8214 82.14%
CYP2C9 inhibition - 0.8211 82.11%
CYP2C19 inhibition - 0.7590 75.90%
CYP2D6 inhibition + 0.8550 85.50%
CYP1A2 inhibition + 0.5893 58.93%
CYP2C8 inhibition + 0.4728 47.28%
CYP inhibitory promiscuity + 0.6983 69.83%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6605 66.05%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9400 94.00%
Skin irritation - 0.7073 70.73%
Skin corrosion - 0.9216 92.16%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9172 91.72%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8664 86.64%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.5552 55.52%
Acute Oral Toxicity (c) III 0.5056 50.56%
Estrogen receptor binding + 0.7878 78.78%
Androgen receptor binding + 0.7980 79.80%
Thyroid receptor binding + 0.6855 68.55%
Glucocorticoid receptor binding + 0.7113 71.13%
Aromatase binding + 0.6253 62.53%
PPAR gamma + 0.6960 69.60%
Honey bee toxicity - 0.7671 76.71%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.8717 87.17%

Targets

Top

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
CHEMBL240 Q12809 HERG 99.54% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.74% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.85% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.83% 93.99%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.81% 93.40%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.36% 95.56%
CHEMBL5747 Q92793 CREB-binding protein 95.40% 95.12%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.23% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.00% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 94.69% 92.94%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 93.85% 85.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.91% 95.89%
CHEMBL2581 P07339 Cathepsin D 89.47% 98.95%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 89.42% 91.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.36% 95.89%
CHEMBL4302 P08183 P-glycoprotein 1 88.34% 92.98%
CHEMBL1907 P15144 Aminopeptidase N 88.23% 93.31%
CHEMBL3438 Q05513 Protein kinase C zeta 85.53% 88.48%
CHEMBL255 P29275 Adenosine A2b receptor 84.67% 98.59%
CHEMBL3902 P09211 Glutathione S-transferase Pi 84.51% 93.81%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 84.46% 96.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.19% 92.62%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.14% 90.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.29% 94.00%
CHEMBL3820 P35557 Hexokinase type IV 82.45% 91.96%
CHEMBL284 P27487 Dipeptidyl peptidase IV 81.83% 95.69%
CHEMBL5203 P33316 dUTP pyrophosphatase 81.53% 99.18%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 81.45% 96.67%
CHEMBL1952 P04818 Thymidylate synthase 81.23% 93.53%
CHEMBL2535 P11166 Glucose transporter 80.50% 98.75%
CHEMBL228 P31645 Serotonin transporter 80.30% 95.51%

Plants that contains it

Top
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.
Cinchona calisaya

Cross-Links

Top
PubChem 162968909
LOTUS LTS0079028
wikiData Q105134155