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Methyl 11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-4-(5-oxopyrrolidin-2-yl)-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-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 fedb32da-4c8a-482e-bb45-3d54984e7c04
Taxonomy Alkaloids and derivatives > Plumeran-type alkaloids
IUPAC Name methyl 11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-4-(5-oxopyrrolidin-2-yl)-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
SMILES (Canonical) CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=C(C(=C5)OC)C6CCC(=O)N6)C
SMILES (Isomeric) CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=C(C(=C5)OC)C6CCC(=O)N6)C
InChI InChI=1S/C29H37N3O7/c1-6-27-10-7-12-32-13-11-28(23(27)32)18-14-17(19-8-9-22(34)30-19)21(37-4)15-20(18)31(3)24(28)29(36,26(35)38-5)25(27)39-16(2)33/h7,10,14-15,19,23-25,36H,6,8-9,11-13H2,1-5H3,(H,30,34)
InChI Key BJJHBAPHTDPFRO-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H37N3O7
Molecular Weight 539.60 g/mol
Exact Mass 539.26315053 g/mol
Topological Polar Surface Area (TPSA) 118.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 11-acetyloxy-12-ethyl-10-hydroxy-5-methoxy-8-methyl-4-(5-oxopyrrolidin-2-yl)-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-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 + 0.9009 90.09%
Caco-2 - 0.7121 71.21%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7746 77.46%
OATP2B1 inhibitior - 0.7192 71.92%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior + 0.9171 91.71%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9650 96.50%
P-glycoprotein inhibitior + 0.8476 84.76%
P-glycoprotein substrate + 0.9011 90.11%
CYP3A4 substrate + 0.7269 72.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7140 71.40%
CYP3A4 inhibition - 0.5970 59.70%
CYP2C9 inhibition - 0.8084 80.84%
CYP2C19 inhibition - 0.8351 83.51%
CYP2D6 inhibition - 0.8671 86.71%
CYP1A2 inhibition - 0.9296 92.96%
CYP2C8 inhibition - 0.7034 70.34%
CYP inhibitory promiscuity - 0.8900 89.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5558 55.58%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9477 94.77%
Skin irritation - 0.7925 79.25%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.6872 68.72%
Human Ether-a-go-go-Related Gene inhibition + 0.6848 68.48%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.6176 61.76%
skin sensitisation - 0.8874 88.74%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.6643 66.43%
Acute Oral Toxicity (c) III 0.6332 63.32%
Estrogen receptor binding + 0.7740 77.40%
Androgen receptor binding + 0.7212 72.12%
Thyroid receptor binding + 0.6217 62.17%
Glucocorticoid receptor binding + 0.7900 79.00%
Aromatase binding + 0.5755 57.55%
PPAR gamma + 0.6556 65.56%
Honey bee toxicity - 0.8117 81.17%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9031 90.31%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.52% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.29% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.61% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.53% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.18% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.96% 98.95%
CHEMBL4208 P20618 Proteasome component C5 93.46% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.41% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.06% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.44% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.03% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 88.09% 91.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.90% 94.00%
CHEMBL217 P14416 Dopamine D2 receptor 86.75% 95.62%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.74% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 85.32% 89.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 85.30% 89.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.73% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.45% 100.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.30% 90.95%
CHEMBL261 P00915 Carbonic anhydrase I 82.26% 96.76%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.85% 89.00%
CHEMBL5028 O14672 ADAM10 81.79% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.57% 93.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.22% 91.07%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.12% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.96% 92.94%
CHEMBL340 P08684 Cytochrome P450 3A4 80.80% 91.19%

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.
Catharanthus roseus

Cross-Links

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PubChem 163033006
LOTUS LTS0041281
wikiData Q104937124