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methyl (3S,5R,6S,9S,10R)-6-hydroxy-5-[(1R)-1-hydroxyethyl]-4-methyl-12-oxo-7-oxa-4,14-diazapentacyclo[11.7.0.03,9.05,10.015,20]icosa-1(13),15,17,19-tetraene-9-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 67b1b1f8-0075-4fc2-b1c2-a33de3398409
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name methyl (3S,5R,6S,9S,10R)-6-hydroxy-5-[(1R)-1-hydroxyethyl]-4-methyl-12-oxo-7-oxa-4,14-diazapentacyclo[11.7.0.03,9.05,10.015,20]icosa-1(13),15,17,19-tetraene-9-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H26N2O6/c1-11(25)22-16-9-15(26)18-13(12-6-4-5-7-14(12)23-18)8-17(24(22)2)21(16,19(27)29-3)10-30-20(22)28/h4-7,11,16-17,20,23,25,28H,8-10H2,1-3H3/t11-,16-,17+,20+,21+,22+/m1/s1
InChI Key WEFYPFXWBJWQEW-MOHCWASBSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26N2O6
Molecular Weight 414.50 g/mol
Exact Mass 414.17908655 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (3S,5R,6S,9S,10R)-6-hydroxy-5-[(1R)-1-hydroxyethyl]-4-methyl-12-oxo-7-oxa-4,14-diazapentacyclo[11.7.0.03,9.05,10.015,20]icosa-1(13),15,17,19-tetraene-9-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6173 61.73%
Caco-2 + 0.5595 55.95%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.4805 48.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8921 89.21%
OATP1B3 inhibitior + 0.9211 92.11%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.7437 74.37%
P-glycoprotein inhibitior - 0.4842 48.42%
P-glycoprotein substrate + 0.6174 61.74%
CYP3A4 substrate + 0.6971 69.71%
CYP2C9 substrate - 0.7941 79.41%
CYP2D6 substrate - 0.7901 79.01%
CYP3A4 inhibition - 0.8952 89.52%
CYP2C9 inhibition - 0.8515 85.15%
CYP2C19 inhibition - 0.8427 84.27%
CYP2D6 inhibition - 0.9161 91.61%
CYP1A2 inhibition - 0.8729 87.29%
CYP2C8 inhibition - 0.5842 58.42%
CYP inhibitory promiscuity - 0.8375 83.75%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6086 60.86%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9662 96.62%
Skin irritation - 0.8155 81.55%
Skin corrosion - 0.9456 94.56%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6943 69.43%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5448 54.48%
skin sensitisation - 0.8855 88.55%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9875 98.75%
Nephrotoxicity - 0.8978 89.78%
Acute Oral Toxicity (c) III 0.5121 51.21%
Estrogen receptor binding + 0.8557 85.57%
Androgen receptor binding + 0.6775 67.75%
Thyroid receptor binding + 0.6228 62.28%
Glucocorticoid receptor binding + 0.6980 69.80%
Aromatase binding + 0.6880 68.80%
PPAR gamma + 0.6308 63.08%
Honey bee toxicity - 0.7460 74.60%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9142 91.42%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.46% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.20% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.69% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.71% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.97% 95.56%
CHEMBL2535 P11166 Glucose transporter 94.66% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.44% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.26% 99.23%
CHEMBL1914 P06276 Butyrylcholinesterase 91.48% 95.00%
CHEMBL255 P29275 Adenosine A2b receptor 87.81% 98.59%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.08% 93.03%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.38% 96.47%
CHEMBL5028 O14672 ADAM10 84.90% 97.50%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.96% 88.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.38% 90.08%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.38% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.19% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.98% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.22% 95.71%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.08% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.00% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.72% 100.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.67% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.63% 95.83%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.71% 97.25%
CHEMBL4208 P20618 Proteasome component C5 80.10% 90.00%

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.
Tabernaemontana glandulosa

Cross-Links

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PubChem 101678910
LOTUS LTS0011998
wikiData Q105302972