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methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyethyl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-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 753e2aef-ce3f-4447-8ad6-3f0f4c03f043
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyethyl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-carboxylate
SMILES (Canonical) CC(C12CCCN3C1C4(CC3)C5=C(C=C(C=C5)OC)NC4=C(C2)C(=O)OC)OC(=O)C=CC6=CC(=C(C(=C6)OC)OC)OC
SMILES (Isomeric) C[C@@H]([C@@]12CCCN3[C@@H]1[C@@]4(CC3)C5=C(C=C(C=C5)OC)NC4=C(C2)C(=O)OC)OC(=O)/C=C/C6=CC(=C(C(=C6)OC)OC)OC
InChI InChI=1S/C34H40N2O8/c1-20(44-28(37)11-8-21-16-26(40-3)29(42-5)27(17-21)41-4)33-12-7-14-36-15-13-34(32(33)36)24-10-9-22(39-2)18-25(24)35-30(34)23(19-33)31(38)43-6/h8-11,16-18,20,32,35H,7,12-15,19H2,1-6H3/b11-8+/t20-,32-,33-,34-/m0/s1
InChI Key AQWHXZBHKZKUNV-FTMGREQZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H40N2O8
Molecular Weight 604.70 g/mol
Exact Mass 604.27846624 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.71
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,12R,19R)-5-methoxy-12-[(1S)-1-[(E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxyethyl]-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,9-tetraene-10-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9481 94.81%
Caco-2 - 0.7350 73.50%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7661 76.61%
OATP2B1 inhibitior - 0.7070 70.70%
OATP1B1 inhibitior + 0.8754 87.54%
OATP1B3 inhibitior + 0.8851 88.51%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9965 99.65%
P-glycoprotein inhibitior + 0.8967 89.67%
P-glycoprotein substrate + 0.7460 74.60%
CYP3A4 substrate + 0.7104 71.04%
CYP2C9 substrate - 0.8121 81.21%
CYP2D6 substrate - 0.8164 81.64%
CYP3A4 inhibition - 0.8573 85.73%
CYP2C9 inhibition - 0.8195 81.95%
CYP2C19 inhibition - 0.8854 88.54%
CYP2D6 inhibition - 0.7386 73.86%
CYP1A2 inhibition - 0.5720 57.20%
CYP2C8 inhibition + 0.7629 76.29%
CYP inhibitory promiscuity - 0.8271 82.71%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4738 47.38%
Eye corrosion - 0.9863 98.63%
Eye irritation - 0.9365 93.65%
Skin irritation - 0.7623 76.23%
Skin corrosion - 0.9334 93.34%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9139 91.39%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.5529 55.29%
skin sensitisation - 0.8543 85.43%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.9164 91.64%
Acute Oral Toxicity (c) III 0.6142 61.42%
Estrogen receptor binding + 0.8555 85.55%
Androgen receptor binding + 0.7645 76.45%
Thyroid receptor binding + 0.6448 64.48%
Glucocorticoid receptor binding + 0.8561 85.61%
Aromatase binding + 0.6865 68.65%
PPAR gamma + 0.7312 73.12%
Honey bee toxicity - 0.7494 74.94%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9929 99.29%

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 98.46% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.07% 96.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 95.14% 91.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.89% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.83% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.67% 96.00%
CHEMBL4208 P20618 Proteasome component C5 93.59% 90.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.22% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 92.71% 91.07%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.58% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.50% 86.33%
CHEMBL4302 P08183 P-glycoprotein 1 91.75% 92.98%
CHEMBL221 P23219 Cyclooxygenase-1 91.29% 90.17%
CHEMBL2581 P07339 Cathepsin D 89.10% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.21% 97.09%
CHEMBL2535 P11166 Glucose transporter 87.90% 98.75%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 87.90% 89.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.24% 97.14%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 86.92% 93.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.86% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.43% 99.15%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.32% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.47% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.67% 91.19%
CHEMBL1907599 P05556 Integrin alpha-4/beta-1 82.07% 92.86%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.66% 93.99%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.01% 93.56%

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.
Alstonia mairei

Cross-Links

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PubChem 163185220
LOTUS LTS0145802
wikiData Q104917133