methyl (1S,16R,18S,20S)-20-ethyl-17-oxa-3,13-diazahexacyclo[11.7.0.02,10.03,18.04,9.016,20]icosa-2(10),4,6,8,14-pentaene-18-carboxylate

Details

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Internal ID 215af04e-b468-4cd4-8952-7ebeac218d37
Taxonomy Alkaloids and derivatives > Indolonaphthyridine alkaloids
IUPAC Name methyl (1S,16R,18S,20S)-20-ethyl-17-oxa-3,13-diazahexacyclo[11.7.0.02,10.03,18.04,9.016,20]icosa-2(10),4,6,8,14-pentaene-18-carboxylate
SMILES (Canonical) CCC12CC3(N4C5=CC=CC=C5C6=C4C1N(CC6)C=CC2O3)C(=O)OC
SMILES (Isomeric) CC[C@]12C[C@@]3(N4C5=CC=CC=C5C6=C4[C@H]1N(CC6)C=C[C@H]2O3)C(=O)OC
InChI InChI=1S/C21H22N2O3/c1-3-20-12-21(19(24)25-2)23-15-7-5-4-6-13(15)14-8-10-22(18(20)17(14)23)11-9-16(20)26-21/h4-7,9,11,16,18H,3,8,10,12H2,1-2H3/t16-,18-,20-,21+/m1/s1
InChI Key QMWSDSZPXGRFNN-DWIQEWEKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H22N2O3
Molecular Weight 350.40 g/mol
Exact Mass 350.16304257 g/mol
Topological Polar Surface Area (TPSA) 43.70 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.09
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1S,16R,18S,20S)-20-ethyl-17-oxa-3,13-diazahexacyclo[11.7.0.02,10.03,18.04,9.016,20]icosa-2(10),4,6,8,14-pentaene-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 + 0.9609 96.09%
Caco-2 + 0.7965 79.65%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6313 63.13%
OATP2B1 inhibitior - 0.8588 85.88%
OATP1B1 inhibitior + 0.9197 91.97%
OATP1B3 inhibitior + 0.9403 94.03%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.8193 81.93%
P-glycoprotein inhibitior - 0.6046 60.46%
P-glycoprotein substrate + 0.5787 57.87%
CYP3A4 substrate + 0.6811 68.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3495 34.95%
CYP3A4 inhibition - 0.5410 54.10%
CYP2C9 inhibition - 0.5576 55.76%
CYP2C19 inhibition - 0.5340 53.40%
CYP2D6 inhibition - 0.7639 76.39%
CYP1A2 inhibition - 0.5825 58.25%
CYP2C8 inhibition + 0.6053 60.53%
CYP inhibitory promiscuity + 0.8591 85.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6562 65.62%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9893 98.93%
Skin irritation - 0.8019 80.19%
Skin corrosion - 0.9358 93.58%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4460 44.60%
Micronuclear + 0.6059 60.59%
Hepatotoxicity + 0.5318 53.18%
skin sensitisation - 0.8505 85.05%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7963 79.63%
Acute Oral Toxicity (c) III 0.6755 67.55%
Estrogen receptor binding + 0.5291 52.91%
Androgen receptor binding + 0.6051 60.51%
Thyroid receptor binding - 0.4927 49.27%
Glucocorticoid receptor binding + 0.7346 73.46%
Aromatase binding - 0.4831 48.31%
PPAR gamma + 0.6363 63.63%
Honey bee toxicity - 0.8621 86.21%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.7657 76.57%

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 99.26% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.28% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.48% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.79% 95.56%
CHEMBL5028 O14672 ADAM10 88.74% 97.50%
CHEMBL2581 P07339 Cathepsin D 88.27% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.88% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.48% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.95% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.85% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.17% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.76% 92.62%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.04% 97.28%
CHEMBL255 P29275 Adenosine A2b receptor 82.01% 98.59%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.42% 95.83%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.08% 97.09%

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.
Crioceras dipladeniiflorus

Cross-Links

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PubChem 163089080
LOTUS LTS0148929
wikiData Q105224212