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methyl (1R,12S,13S,15R,16R,20R)-12-ethyl-16-[(1R,9R,16R,18R,21S)-18-methoxycarbonyl-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraen-6-yl]-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-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 5d22491c-41e0-49ca-9b32-597a634b5d30
Taxonomy Alkaloids and derivatives > Aspidofractine alkaloids
IUPAC Name methyl (1R,12S,13S,15R,16R,20R)-12-ethyl-16-[(1R,9R,16R,18R,21S)-18-methoxycarbonyl-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraen-6-yl]-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-tetraene-10-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H46N4O5/c1-4-39-21-24(34(47)49-2)32-40(25-8-5-6-9-28(25)43-32)15-19-46(37(39)40)30(31-33(39)51-31)23-10-11-29-26(20-23)41-16-18-45-17-7-12-38(36(41)45)13-14-42(41,44-29)27(22-38)35(48)50-3/h5-12,20,27,30-31,33,36-37,43-44H,4,13-19,21-22H2,1-3H3/t27-,30+,31+,33+,36-,37-,38+,39+,40-,41+,42+/m0/s1
InChI Key YGBRAWBXISPFCJ-JMLAHXLFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H46N4O5
Molecular Weight 686.80 g/mol
Exact Mass 686.34682058 g/mol
Topological Polar Surface Area (TPSA) 95.70 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.19
H-Bond Acceptor 9
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,12S,13S,15R,16R,20R)-12-ethyl-16-[(1R,9R,16R,18R,21S)-18-methoxycarbonyl-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraen-6-yl]-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6,9-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 + 0.9212 92.12%
Caco-2 - 0.8016 80.16%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6515 65.15%
OATP2B1 inhibitior - 0.5818 58.18%
OATP1B1 inhibitior + 0.8262 82.62%
OATP1B3 inhibitior + 0.9377 93.77%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9951 99.51%
P-glycoprotein inhibitior + 0.8613 86.13%
P-glycoprotein substrate + 0.7863 78.63%
CYP3A4 substrate + 0.7386 73.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8462 84.62%
CYP3A4 inhibition + 0.5255 52.55%
CYP2C9 inhibition - 0.6577 65.77%
CYP2C19 inhibition - 0.6995 69.95%
CYP2D6 inhibition - 0.7891 78.91%
CYP1A2 inhibition - 0.6139 61.39%
CYP2C8 inhibition + 0.8025 80.25%
CYP inhibitory promiscuity - 0.6308 63.08%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.5635 56.35%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9314 93.14%
Skin irritation - 0.7697 76.97%
Skin corrosion - 0.9242 92.42%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9187 91.87%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.6250 62.50%
skin sensitisation - 0.8350 83.50%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.7171 71.71%
Acute Oral Toxicity (c) III 0.5499 54.99%
Estrogen receptor binding + 0.8523 85.23%
Androgen receptor binding + 0.7743 77.43%
Thyroid receptor binding + 0.6504 65.04%
Glucocorticoid receptor binding + 0.8064 80.64%
Aromatase binding + 0.6270 62.70%
PPAR gamma + 0.7242 72.42%
Honey bee toxicity - 0.7318 73.18%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9919 99.19%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.64% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.44% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 96.41% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.42% 86.33%
CHEMBL4208 P20618 Proteasome component C5 94.37% 90.00%
CHEMBL2581 P07339 Cathepsin D 93.96% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.43% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.63% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 88.32% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.03% 90.71%
CHEMBL221 P23219 Cyclooxygenase-1 86.91% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.73% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.20% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.09% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.76% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.59% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.39% 89.00%
CHEMBL5028 O14672 ADAM10 80.33% 97.50%

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.
Melodinus scandens

Cross-Links

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PubChem 102074910
LOTUS LTS0175506
wikiData Q105347959