methyl (8R)-8-ethyl-6-oxo-7-oxa-10,20-diazapentacyclo[11.7.0.02,10.04,8.014,19]icosa-1(13),2,4,14,16,18-hexaene-5-carboxylate

Details

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Internal ID 2bc227cc-761d-4446-bd71-70da3f65cf05
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name methyl (8R)-8-ethyl-6-oxo-7-oxa-10,20-diazapentacyclo[11.7.0.02,10.04,8.014,19]icosa-1(13),2,4,14,16,18-hexaene-5-carboxylate
SMILES (Canonical) CCC12CN3CCC4=C(C3=CC1=C(C(=O)O2)C(=O)OC)NC5=CC=CC=C45
SMILES (Isomeric) CC[C@]12CN3CCC4=C(C3=CC1=C(C(=O)O2)C(=O)OC)NC5=CC=CC=C45
InChI InChI=1S/C21H20N2O4/c1-3-21-11-23-9-8-13-12-6-4-5-7-15(12)22-18(13)16(23)10-14(21)17(19(24)26-2)20(25)27-21/h4-7,10,22H,3,8-9,11H2,1-2H3/t21-/m0/s1
InChI Key JPMVRCYAYSSAIH-NRFANRHFSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20N2O4
Molecular Weight 364.40 g/mol
Exact Mass 364.14230712 g/mol
Topological Polar Surface Area (TPSA) 71.60 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.56
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (8R)-8-ethyl-6-oxo-7-oxa-10,20-diazapentacyclo[11.7.0.02,10.04,8.014,19]icosa-1(13),2,4,14,16,18-hexaene-5-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9782 97.82%
Caco-2 + 0.6991 69.91%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.5517 55.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8781 87.81%
OATP1B3 inhibitior + 0.9220 92.20%
MATE1 inhibitior - 0.8009 80.09%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8505 85.05%
P-glycoprotein inhibitior + 0.6106 61.06%
P-glycoprotein substrate + 0.5644 56.44%
CYP3A4 substrate + 0.6879 68.79%
CYP2C9 substrate - 0.7861 78.61%
CYP2D6 substrate - 0.7655 76.55%
CYP3A4 inhibition + 0.5349 53.49%
CYP2C9 inhibition - 0.7646 76.46%
CYP2C19 inhibition - 0.8492 84.92%
CYP2D6 inhibition - 0.7818 78.18%
CYP1A2 inhibition - 0.6717 67.17%
CYP2C8 inhibition + 0.6883 68.83%
CYP inhibitory promiscuity - 0.5096 50.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5456 54.56%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.9617 96.17%
Skin irritation - 0.7722 77.22%
Skin corrosion - 0.9355 93.55%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6707 67.07%
Micronuclear + 0.6800 68.00%
Hepatotoxicity - 0.5663 56.63%
skin sensitisation - 0.8554 85.54%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6297 62.97%
Acute Oral Toxicity (c) III 0.6297 62.97%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.7313 73.13%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6805 68.05%
Aromatase binding - 0.6063 60.63%
PPAR gamma + 0.7018 70.18%
Honey bee toxicity - 0.9034 90.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9645 96.45%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.23% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.00% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.69% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.87% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.87% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.60% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.43% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.56% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.19% 93.99%
CHEMBL2535 P11166 Glucose transporter 86.53% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.07% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.92% 89.00%
CHEMBL255 P29275 Adenosine A2b receptor 85.80% 98.59%
CHEMBL5028 O14672 ADAM10 85.69% 97.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.14% 88.56%
CHEMBL4208 P20618 Proteasome component C5 83.63% 90.00%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.81% 92.67%
CHEMBL1781 P11387 DNA topoisomerase I 81.48% 97.00%

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.
Cryptocarya lividula
Euphorbia pannonica
Ixeris chinensis
Knautia tatarica
Mitragyna speciosa
Penstemon gentianoides
Picris conyzoides

Cross-Links

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PubChem 10522789
NPASS NPC47518
LOTUS LTS0163441
wikiData Q105132949