PlantaeDB Logo
Login Sign-up

methyl (1R,9R,10S,12R,13E,18R)-4-[(4aS,5R,6S)-5-ethenyl-1-oxo-3,4,4a,5,6,7-hexahydropyrano[3,4-c]pyridin-6-yl]-13-ethylidene-5-methoxy-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5-triene-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 9f42db95-a0c1-4d2e-8356-13631e5c972a
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name methyl (1R,9R,10S,12R,13E,18R)-4-[(4aS,5R,6S)-5-ethenyl-1-oxo-3,4,4a,5,6,7-hexahydropyrano[3,4-c]pyridin-6-yl]-13-ethylidene-5-methoxy-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5-triene-18-carboxylate
SMILES (Canonical) CC=C1CN2CCC34C(C1CC2C3N(C5=C4C=C(C(=C5)OC)C6C(C7CCOC(=O)C7=CN6)C=C)C)C(=O)OC
SMILES (Isomeric) C/C=C\1/CN2CC[C@]34[C@@H]([C@H]1C[C@H]2[C@@H]3N(C5=C4C=C(C(=C5)OC)[C@@H]6[C@@H]([C@@H]7CCOC(=O)C7=CN6)C=C)C)C(=O)OC
InChI InChI=1S/C32H39N3O5/c1-6-17-16-35-10-9-32-23-12-21(28-18(7-2)19-8-11-40-30(36)22(19)15-33-28)26(38-4)14-24(23)34(3)29(32)25(35)13-20(17)27(32)31(37)39-5/h6-7,12,14-15,18-20,25,27-29,33H,2,8-11,13,16H2,1,3-5H3/b17-6-/t18-,19+,20+,25+,27+,28+,29+,32+/m1/s1
InChI Key YUMCVPNXHXTIQW-MFZMROISSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H39N3O5
Molecular Weight 545.70 g/mol
Exact Mass 545.28897135 g/mol
Topological Polar Surface Area (TPSA) 80.30 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.49
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of methyl (1R,9R,10S,12R,13E,18R)-4-[(4aS,5R,6S)-5-ethenyl-1-oxo-3,4,4a,5,6,7-hexahydropyrano[3,4-c]pyridin-6-yl]-13-ethylidene-5-methoxy-8-methyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2(7),3,5-triene-18-carboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9352 93.52%
Caco-2 - 0.7051 70.51%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.6873 68.73%
OATP2B1 inhibitior - 0.7119 71.19%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.9183 91.83%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9970 99.70%
P-glycoprotein inhibitior + 0.8984 89.84%
P-glycoprotein substrate + 0.7738 77.38%
CYP3A4 substrate + 0.7332 73.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8206 82.06%
CYP3A4 inhibition + 0.7799 77.99%
CYP2C9 inhibition - 0.7183 71.83%
CYP2C19 inhibition - 0.7720 77.20%
CYP2D6 inhibition - 0.8207 82.07%
CYP1A2 inhibition - 0.6604 66.04%
CYP2C8 inhibition + 0.6802 68.02%
CYP inhibitory promiscuity - 0.5923 59.23%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4963 49.63%
Eye corrosion - 0.9828 98.28%
Eye irritation - 0.9418 94.18%
Skin irritation - 0.7717 77.17%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7881 78.81%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.5427 54.27%
skin sensitisation - 0.8477 84.77%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.6837 68.37%
Acute Oral Toxicity (c) III 0.5752 57.52%
Estrogen receptor binding + 0.8304 83.04%
Androgen receptor binding + 0.7497 74.97%
Thyroid receptor binding + 0.6124 61.24%
Glucocorticoid receptor binding + 0.8711 87.11%
Aromatase binding + 0.5992 59.92%
PPAR gamma + 0.6839 68.39%
Honey bee toxicity - 0.7116 71.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9909 99.09%

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 99.18% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.74% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.12% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.38% 94.45%
CHEMBL284 P27487 Dipeptidyl peptidase IV 93.21% 95.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.83% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.00% 97.25%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.85% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.40% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.11% 97.09%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.02% 91.03%
CHEMBL4588 P22894 Matrix metalloproteinase 8 88.85% 94.66%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.65% 91.11%
CHEMBL217 P14416 Dopamine D2 receptor 86.88% 95.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.24% 91.07%
CHEMBL4208 P20618 Proteasome component C5 86.08% 90.00%
CHEMBL340 P08684 Cytochrome P450 3A4 85.98% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.47% 90.71%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.30% 90.24%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 84.67% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.59% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.06% 94.00%
CHEMBL4829 O00763 Acetyl-CoA carboxylase 2 82.39% 98.00%
CHEMBL5028 O14672 ADAM10 80.78% 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.
Alstonia balansae

Cross-Links

Top
PubChem 163185906
LOTUS LTS0229192
wikiData Q105363747