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methyl (1S,12S,14R,15Z,18S)-12-[3-(2-aminoethyl)-1H-indol-6-yl]-15-ethylidene-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

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Internal ID da472532-e8d4-4bd5-b93f-61e5001c03b2
Taxonomy Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name methyl (1S,12S,14R,15Z,18S)-12-[3-(2-aminoethyl)-1H-indol-6-yl]-15-ethylidene-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CC=C1CNC2CC3=C(C(CC1C2C(=O)OC)C4=CC5=C(C=C4)C(=CN5)CCN)NC6=CC=CC=C36
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)C(=CN5)CCN)NC6=CC=CC=C36
InChI InChI=1S/C30H34N4O2/c1-3-17-15-33-27-14-24-21-6-4-5-7-25(21)34-29(24)23(13-22(17)28(27)30(35)36-2)18-8-9-20-19(10-11-31)16-32-26(20)12-18/h3-9,12,16,22-23,27-28,32-34H,10-11,13-15,31H2,1-2H3/b17-3+/t22-,23-,27-,28-/m0/s1
InChI Key XMQXQSUADSKRFS-ZEESUGRTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H34N4O2
Molecular Weight 482.60 g/mol
Exact Mass 482.26817634 g/mol
Topological Polar Surface Area (TPSA) 95.90 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.55
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,12S,14R,15Z,18S)-12-[3-(2-aminoethyl)-1H-indol-6-yl]-15-ethylidene-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9941 99.41%
Caco-2 - 0.6943 69.43%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.6872 68.72%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.8324 83.24%
OATP1B3 inhibitior + 0.9396 93.96%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9890 98.90%
P-glycoprotein inhibitior + 0.9354 93.54%
P-glycoprotein substrate + 0.7174 71.74%
CYP3A4 substrate + 0.7124 71.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7332 73.32%
CYP3A4 inhibition - 0.5501 55.01%
CYP2C9 inhibition - 0.6385 63.85%
CYP2C19 inhibition - 0.6363 63.63%
CYP2D6 inhibition - 0.5899 58.99%
CYP1A2 inhibition + 0.7249 72.49%
CYP2C8 inhibition + 0.8024 80.24%
CYP inhibitory promiscuity - 0.5885 58.85%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6685 66.85%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9892 98.92%
Skin irritation - 0.7650 76.50%
Skin corrosion - 0.9244 92.44%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9476 94.76%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.7073 70.73%
skin sensitisation - 0.8441 84.41%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7423 74.23%
Acute Oral Toxicity (c) III 0.5316 53.16%
Estrogen receptor binding + 0.8044 80.44%
Androgen receptor binding + 0.7411 74.11%
Thyroid receptor binding + 0.7406 74.06%
Glucocorticoid receptor binding + 0.7792 77.92%
Aromatase binding - 0.4933 49.33%
PPAR gamma + 0.6064 60.64%
Honey bee toxicity - 0.7256 72.56%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9052 90.52%

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 99.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.06% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 98.16% 96.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 97.99% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.81% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.70% 95.56%
CHEMBL2535 P11166 Glucose transporter 93.83% 98.75%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 93.39% 97.21%
CHEMBL222 P23975 Norepinephrine transporter 91.92% 96.06%
CHEMBL2581 P07339 Cathepsin D 91.36% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.22% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.69% 92.62%
CHEMBL1914 P06276 Butyrylcholinesterase 87.87% 95.00%
CHEMBL255 P29275 Adenosine A2b receptor 86.49% 98.59%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.91% 89.62%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 85.22% 90.71%
CHEMBL5028 O14672 ADAM10 83.92% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.83% 89.00%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 83.47% 81.14%
CHEMBL228 P31645 Serotonin transporter 80.46% 95.51%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 80.42% 95.48%

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.
Tabernaemontana cymosa

Cross-Links

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PubChem 101927635
LOTUS LTS0060822
wikiData Q105331369