PlantaeDB Logo
Login Sign-up

methyl (1S,12S,14R,15Z,18S)-12-[(1R,15S,17S,18R)-17-acetyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-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 228c9947-81e1-407b-89a4-4ae3536dfa76
Taxonomy Alkaloids and derivatives > Ibogan-type alkaloids
IUPAC Name methyl (1S,12S,14R,15Z,18S)-12-[(1R,15S,17S,18R)-17-acetyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-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(CC1C2C(=O)OC)C4=CC5=C(C=C4)C6=C(N5)C7CC8CC(C7N(C8)CC6)C(=O)C)NC9=CC=CC=C39)C
SMILES (Isomeric) C/C=C/1\CN([C@H]2CC3=C([C@@H](C[C@@H]1[C@@H]2C(=O)OC)C4=CC5=C(C=C4)C6=C(N5)[C@@H]7C[C@H]8C[C@@H]([C@@H]7N(C8)CC6)C(=O)C)NC9=CC=CC=C39)C
InChI InChI=1S/C40H46N4O3/c1-5-23-20-43(3)35-18-31-25-8-6-7-9-33(25)41-38(31)30(17-29(23)36(35)40(46)47-4)24-10-11-26-27-12-13-44-19-22-14-28(21(2)45)39(44)32(15-22)37(27)42-34(26)16-24/h5-11,16,22,28-30,32,35-36,39,41-42H,12-15,17-20H2,1-4H3/b23-5+/t22-,28-,29+,30+,32+,35+,36+,39+/m1/s1
InChI Key RCWQAGGZECWNRU-LBJOSEHISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C40H46N4O3
Molecular Weight 630.80 g/mol
Exact Mass 630.35699134 g/mol
Topological Polar Surface Area (TPSA) 81.40 Ų
XlogP 5.00
Atomic LogP (AlogP) 6.33
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1S,12S,14R,15Z,18S)-12-[(1R,15S,17S,18R)-17-acetyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraen-6-yl]-15-ethylidene-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 + 0.9707 97.07%
Caco-2 - 0.7828 78.28%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7604 76.04%
OATP2B1 inhibitior - 0.5682 56.82%
OATP1B1 inhibitior + 0.8132 81.32%
OATP1B3 inhibitior + 0.9235 92.35%
MATE1 inhibitior - 0.6219 62.19%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9760 97.60%
P-glycoprotein inhibitior + 0.8801 88.01%
P-glycoprotein substrate + 0.8223 82.23%
CYP3A4 substrate + 0.7568 75.68%
CYP2C9 substrate - 0.8006 80.06%
CYP2D6 substrate - 0.6576 65.76%
CYP3A4 inhibition + 0.6384 63.84%
CYP2C9 inhibition - 0.5131 51.31%
CYP2C19 inhibition - 0.7667 76.67%
CYP2D6 inhibition - 0.6541 65.41%
CYP1A2 inhibition + 0.5948 59.48%
CYP2C8 inhibition + 0.7520 75.20%
CYP inhibitory promiscuity - 0.5845 58.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6746 67.46%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9383 93.83%
Skin irritation - 0.7786 77.86%
Skin corrosion - 0.9362 93.62%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8816 88.16%
Micronuclear + 0.5600 56.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8729 87.29%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.4649 46.49%
Acute Oral Toxicity (c) III 0.5836 58.36%
Estrogen receptor binding + 0.7679 76.79%
Androgen receptor binding + 0.7769 77.69%
Thyroid receptor binding + 0.5639 56.39%
Glucocorticoid receptor binding + 0.7308 73.08%
Aromatase binding + 0.5828 58.28%
PPAR gamma + 0.6486 64.86%
Honey bee toxicity - 0.6979 69.79%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9911 99.11%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.81% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.87% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.49% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.45% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.03% 98.95%
CHEMBL217 P14416 Dopamine D2 receptor 91.48% 95.62%
CHEMBL2535 P11166 Glucose transporter 91.13% 98.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.51% 97.09%
CHEMBL238 Q01959 Dopamine transporter 89.49% 95.88%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.24% 89.00%
CHEMBL228 P31645 Serotonin transporter 89.13% 95.51%
CHEMBL4208 P20618 Proteasome component C5 89.11% 90.00%
CHEMBL1914 P06276 Butyrylcholinesterase 87.94% 95.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 86.54% 92.67%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.53% 85.14%
CHEMBL255 P29275 Adenosine A2b receptor 84.95% 98.59%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.35% 96.39%
CHEMBL340 P08684 Cytochrome P450 3A4 82.78% 91.19%
CHEMBL2056 P21728 Dopamine D1 receptor 82.19% 91.00%
CHEMBL4073 P09237 Matrix metalloproteinase 7 82.19% 97.56%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.14% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.41% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.45% 93.03%
CHEMBL5028 O14672 ADAM10 80.20% 97.50%

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.
Tabernaemontana corymbosa

Cross-Links

Top
PubChem 101199788
LOTUS LTS0145744
wikiData Q105234034