methyl (1S,9R,10R,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-10-hydroxy-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate

Details

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Internal ID 59371b9f-3668-4b57-88fc-62fd6c713271
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name methyl (1S,9R,10R,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-10-hydroxy-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate
SMILES (Canonical) CC=C1CN2CCC34C2(C(CC1C3(COC(=O)C)C(=O)OC)O)NC5=CC=CC=C45
SMILES (Isomeric) C/C=C\1/CN2CC[C@@]34[C@@]2([C@@H](C[C@@H]1[C@@]3(COC(=O)C)C(=O)OC)O)NC5=CC=CC=C45
InChI InChI=1S/C23H28N2O5/c1-4-15-12-25-10-9-22-16-7-5-6-8-18(16)24-23(22,25)19(27)11-17(15)21(22,20(28)29-3)13-30-14(2)26/h4-8,17,19,24,27H,9-13H2,1-3H3/b15-4-/t17-,19+,21-,22-,23-/m0/s1
InChI Key RVBBDUUBDPKZFR-KDZUYIISSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H28N2O5
Molecular Weight 412.50 g/mol
Exact Mass 412.19982200 g/mol
Topological Polar Surface Area (TPSA) 88.10 Ų
XlogP 1.30
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,9R,10R,12S,13E,18R)-18-(acetyloxymethyl)-13-ethylidene-10-hydroxy-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,4,6-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 + 0.9336 93.36%
Caco-2 - 0.5129 51.29%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6196 61.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8603 86.03%
OATP1B3 inhibitior + 0.9372 93.72%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8208 82.08%
P-glycoprotein inhibitior - 0.4532 45.32%
P-glycoprotein substrate + 0.6384 63.84%
CYP3A4 substrate + 0.6953 69.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8247 82.47%
CYP3A4 inhibition - 0.9122 91.22%
CYP2C9 inhibition - 0.8266 82.66%
CYP2C19 inhibition - 0.8494 84.94%
CYP2D6 inhibition - 0.8037 80.37%
CYP1A2 inhibition - 0.8176 81.76%
CYP2C8 inhibition + 0.5129 51.29%
CYP inhibitory promiscuity - 0.9612 96.12%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5021 50.21%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9829 98.29%
Skin irritation - 0.7704 77.04%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.5154 51.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6852 68.52%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8437 84.37%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7087 70.87%
Acute Oral Toxicity (c) III 0.5924 59.24%
Estrogen receptor binding + 0.6520 65.20%
Androgen receptor binding + 0.7784 77.84%
Thyroid receptor binding + 0.5352 53.52%
Glucocorticoid receptor binding + 0.7200 72.00%
Aromatase binding + 0.5234 52.34%
PPAR gamma + 0.6031 60.31%
Honey bee toxicity - 0.7714 77.14%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9076 90.76%

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 99.49% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.23% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.64% 91.11%
CHEMBL5028 O14672 ADAM10 92.60% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.50% 85.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 91.48% 82.69%
CHEMBL3922 P50579 Methionine aminopeptidase 2 89.42% 97.28%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.78% 94.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.89% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.54% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.34% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.74% 94.45%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 86.65% 91.65%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.05% 95.56%
CHEMBL4208 P20618 Proteasome component C5 84.25% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 82.48% 98.59%
CHEMBL221 P23219 Cyclooxygenase-1 81.14% 90.17%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.23% 93.03%

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 rostrata

Cross-Links

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PubChem 163191105
LOTUS LTS0038959
wikiData Q105245935