PlantaeDB Logo
Login Sign-up

methyl 12-[3-(2-aminoethyl)-1H-indol-6-yl]-15-ethylidene-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

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 999ad94b-5305-4e9f-8c60-21c363a6b63b
Taxonomy Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name methyl 12-[3-(2-aminoethyl)-1H-indol-6-yl]-15-ethylidene-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=CC5=C(C=C4)C(=CN5)CCN)NC6=CC=CC=C36)C
SMILES (Isomeric) CC=C1CN(C2CC3=C(C(CC1C2(CO)C(=O)OC)C4=CC5=C(C=C4)C(=CN5)CCN)NC6=CC=CC=C36)C
InChI InChI=1S/C32H38N4O3/c1-4-19-17-36(2)29-15-25-23-7-5-6-8-27(23)35-30(25)24(14-26(19)32(29,18-37)31(38)39-3)20-9-10-22-21(11-12-33)16-34-28(22)13-20/h4-10,13,16,24,26,29,34-35,37H,11-12,14-15,17-18,33H2,1-3H3
InChI Key QKLBOXIFIITUPD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H38N4O3
Molecular Weight 526.70 g/mol
Exact Mass 526.29439109 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.26
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl 12-[3-(2-aminoethyl)-1H-indol-6-yl]-15-ethylidene-18-(hydroxymethyl)-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9613 96.13%
Caco-2 - 0.7626 76.26%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5283 52.83%
OATP2B1 inhibitior - 0.7161 71.61%
OATP1B1 inhibitior + 0.8282 82.82%
OATP1B3 inhibitior + 0.9383 93.83%
MATE1 inhibitior - 0.7650 76.50%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9911 99.11%
P-glycoprotein inhibitior + 0.8945 89.45%
P-glycoprotein substrate + 0.7386 73.86%
CYP3A4 substrate + 0.7245 72.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6670 66.70%
CYP3A4 inhibition - 0.7624 76.24%
CYP2C9 inhibition - 0.7416 74.16%
CYP2C19 inhibition - 0.8210 82.10%
CYP2D6 inhibition - 0.6939 69.39%
CYP1A2 inhibition - 0.5542 55.42%
CYP2C8 inhibition + 0.6812 68.12%
CYP inhibitory promiscuity - 0.8611 86.11%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.6085 60.85%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9701 97.01%
Skin irritation - 0.7756 77.56%
Skin corrosion - 0.9275 92.75%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7702 77.02%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6645 66.45%
skin sensitisation - 0.8444 84.44%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.9067 90.67%
Acute Oral Toxicity (c) III 0.5843 58.43%
Estrogen receptor binding + 0.7615 76.15%
Androgen receptor binding + 0.7403 74.03%
Thyroid receptor binding + 0.6640 66.40%
Glucocorticoid receptor binding + 0.7893 78.93%
Aromatase binding + 0.6198 61.98%
PPAR gamma + 0.5825 58.25%
Honey bee toxicity - 0.7404 74.04%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9484 94.84%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.80% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.74% 96.09%
CHEMBL1914 P06276 Butyrylcholinesterase 99.13% 95.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.71% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.00% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.70% 97.09%
CHEMBL2581 P07339 Cathepsin D 93.98% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.67% 96.95%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 91.50% 89.62%
CHEMBL233 P35372 Mu opioid receptor 90.43% 97.93%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 89.16% 94.01%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 88.76% 90.71%
CHEMBL4208 P20618 Proteasome component C5 87.41% 90.00%
CHEMBL5028 O14672 ADAM10 87.37% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.28% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.07% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.71% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.71% 94.00%
CHEMBL2535 P11166 Glucose transporter 85.64% 98.75%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.44% 88.56%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 85.19% 97.21%
CHEMBL255 P29275 Adenosine A2b receptor 84.48% 98.59%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.42% 92.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.69% 95.89%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.06% 96.39%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 82.63% 95.83%
CHEMBL4073 P09237 Matrix metalloproteinase 7 82.10% 97.56%
CHEMBL4040 P28482 MAP kinase ERK2 81.44% 83.82%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.12% 96.00%

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.
Hunteria zeylanica

Cross-Links

Top
PubChem 162940632
LOTUS LTS0128292
wikiData Q105223182