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methyl (1R,9R,16R,18R,21S)-6-[(15R,17S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-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

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Internal ID db4a35a8-8699-410b-8125-a48b249df663
Taxonomy Alkaloids and derivatives > Aspidofractine alkaloids
IUPAC Name methyl (1R,9R,16R,18R,21S)-6-[(15R,17S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-18-carboxylate
SMILES (Canonical) CCC12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)C6=CC7=C(C=C6)NC89C71CCN2C1C(CCC2)(CC8)CC9C(=O)OC
SMILES (Isomeric) CC[C@]12CCCN3[C@H]1C4=C(CC3)C5=CC=CC=C5N4[C@@H](C2)C6=CC7=C(C=C6)N[C@]89[C@]71CCN2[C@H]1[C@](CCC2)(CC8)C[C@H]9C(=O)OC
InChI InChI=1S/C40H48N4O2/c1-3-37-13-6-18-42-20-12-27-26-8-4-5-9-31(26)44(33(27)34(37)42)32(24-37)25-10-11-30-28(22-25)39-17-21-43-19-7-14-38(36(39)43)15-16-40(39,41-30)29(23-38)35(45)46-2/h4-5,8-11,22,29,32,34,36,41H,3,6-7,12-21,23-24H2,1-2H3/t29-,32-,34-,36-,37+,38+,39+,40+/m0/s1
InChI Key BIJHVDNGQCIFEQ-DHNVORSVSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H48N4O2
Molecular Weight 616.80 g/mol
Exact Mass 616.37772679 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 6.20
Atomic LogP (AlogP) 6.97
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,9R,16R,18R,21S)-6-[(15R,17S,19R)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-yl]-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6-triene-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 + 0.9945 99.45%
Caco-2 - 0.7640 76.40%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5711 57.11%
OATP2B1 inhibitior - 0.7112 71.12%
OATP1B1 inhibitior + 0.8528 85.28%
OATP1B3 inhibitior + 0.9383 93.83%
MATE1 inhibitior - 0.6418 64.18%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9963 99.63%
P-glycoprotein inhibitior + 0.8671 86.71%
P-glycoprotein substrate + 0.7688 76.88%
CYP3A4 substrate + 0.7361 73.61%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6875 68.75%
CYP3A4 inhibition + 0.5203 52.03%
CYP2C9 inhibition - 0.6219 62.19%
CYP2C19 inhibition - 0.7321 73.21%
CYP2D6 inhibition + 0.5795 57.95%
CYP1A2 inhibition - 0.5382 53.82%
CYP2C8 inhibition + 0.7237 72.37%
CYP inhibitory promiscuity - 0.6262 62.62%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7174 71.74%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9483 94.83%
Skin irritation - 0.7869 78.69%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8504 85.04%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8697 86.97%
Respiratory toxicity + 0.8889 88.89%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8973 89.73%
Acute Oral Toxicity (c) III 0.4671 46.71%
Estrogen receptor binding + 0.8120 81.20%
Androgen receptor binding + 0.7760 77.60%
Thyroid receptor binding + 0.5875 58.75%
Glucocorticoid receptor binding + 0.8011 80.11%
Aromatase binding + 0.6469 64.69%
PPAR gamma + 0.7005 70.05%
Honey bee toxicity - 0.7553 75.53%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9458 94.58%

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 98.77% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.56% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.10% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.77% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.84% 86.33%
CHEMBL2581 P07339 Cathepsin D 92.95% 98.95%
CHEMBL1914 P06276 Butyrylcholinesterase 92.32% 95.00%
CHEMBL4208 P20618 Proteasome component C5 91.36% 90.00%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 91.35% 90.95%
CHEMBL255 P29275 Adenosine A2b receptor 90.56% 98.59%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.35% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.81% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.01% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.49% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 86.35% 95.83%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.74% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.32% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.77% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.76% 93.03%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 83.73% 92.67%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 82.42% 90.71%
CHEMBL5028 O14672 ADAM10 82.38% 97.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.62% 97.50%
CHEMBL2535 P11166 Glucose transporter 81.29% 98.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.84% 96.39%

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.
Kopsia dasyrachis

Cross-Links

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PubChem 162930399
LOTUS LTS0246746
wikiData Q104936535