Methyl 13-ethylidene-18-formyl-16-methoxy-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate

Details

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Internal ID 5c87f41d-d75a-41e5-9091-b590f28203bd
Taxonomy Alkaloids and derivatives > Corynanthean-type alkaloids
IUPAC Name methyl 13-ethylidene-18-formyl-16-methoxy-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate
SMILES (Canonical) CC=C1CN2C3CC1C(C4(C3=NC5=CC=CC=C54)CC2OC)(C=O)C(=O)OC
SMILES (Isomeric) CC=C1CN2C3CC1C(C4(C3=NC5=CC=CC=C54)CC2OC)(C=O)C(=O)OC
InChI InChI=1S/C22H24N2O4/c1-4-13-11-24-17-9-15(13)22(12-25,20(26)28-3)21(10-18(24)27-2)14-7-5-6-8-16(14)23-19(17)21/h4-8,12,15,17-18H,9-11H2,1-3H3
InChI Key NHPAFJNFMXNFJE-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H24N2O4
Molecular Weight 380.40 g/mol
Exact Mass 380.17360725 g/mol
Topological Polar Surface Area (TPSA) 68.20 Ų
XlogP 1.30
Atomic LogP (AlogP) 2.40
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 13-ethylidene-18-formyl-16-methoxy-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-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 + 0.9607 96.07%
Caco-2 + 0.6270 62.70%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.6679 66.79%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8639 86.39%
OATP1B3 inhibitior + 0.9283 92.83%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8580 85.80%
P-glycoprotein inhibitior + 0.6928 69.28%
P-glycoprotein substrate + 0.5968 59.68%
CYP3A4 substrate + 0.6864 68.64%
CYP2C9 substrate - 0.8088 80.88%
CYP2D6 substrate - 0.8558 85.58%
CYP3A4 inhibition - 0.6964 69.64%
CYP2C9 inhibition - 0.6803 68.03%
CYP2C19 inhibition - 0.7304 73.04%
CYP2D6 inhibition - 0.8927 89.27%
CYP1A2 inhibition - 0.7158 71.58%
CYP2C8 inhibition + 0.5155 51.55%
CYP inhibitory promiscuity - 0.8118 81.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6041 60.41%
Eye corrosion - 0.9836 98.36%
Eye irritation - 0.9846 98.46%
Skin irritation - 0.7829 78.29%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.5337 53.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7793 77.93%
Micronuclear + 0.6300 63.00%
Hepatotoxicity + 0.5234 52.34%
skin sensitisation - 0.8405 84.05%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity + 0.7889 78.89%
Acute Oral Toxicity (c) III 0.6145 61.45%
Estrogen receptor binding + 0.6476 64.76%
Androgen receptor binding + 0.7454 74.54%
Thyroid receptor binding + 0.6637 66.37%
Glucocorticoid receptor binding + 0.7508 75.08%
Aromatase binding - 0.4937 49.37%
PPAR gamma + 0.5885 58.85%
Honey bee toxicity - 0.8076 80.76%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9820 98.20%

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 98.26% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.56% 95.56%
CHEMBL4208 P20618 Proteasome component C5 89.04% 90.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.60% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.97% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.53% 86.33%
CHEMBL5028 O14672 ADAM10 82.19% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.67% 85.14%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.12% 90.24%
CHEMBL2581 P07339 Cathepsin D 80.20% 98.95%

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 muelleriana

Cross-Links

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PubChem 73208669
LOTUS LTS0168720
wikiData Q105179524