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(1R,7Z,9R,11E,13R,14S,17R)-5,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,6,20-trione

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 b0f6719a-97f7-458c-8e80-8c453634b813
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (1R,7Z,9R,11E,13R,14S,17R)-5,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,6,20-trione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H38N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,23,25-26,28,30,33,35,38H,8,12-13,15H2,1-4H3,(H,34,39)/b10-7+,18-14-/t17-,23+,25?,26?,28+,30-,32-/m1/s1
InChI Key FPNAKNFLJIQADW-JWLPITRWSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38N2O5
Molecular Weight 530.70 g/mol
Exact Mass 530.27807232 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.96
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,7Z,9R,11E,13R,14S,17R)-5,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,6,20-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9820 98.20%
Caco-2 - 0.7984 79.84%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5866 58.66%
OATP2B1 inhibitior - 0.7156 71.56%
OATP1B1 inhibitior + 0.8717 87.17%
OATP1B3 inhibitior + 0.9227 92.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6843 68.43%
BSEP inhibitior + 0.9902 99.02%
P-glycoprotein inhibitior + 0.7302 73.02%
P-glycoprotein substrate + 0.6479 64.79%
CYP3A4 substrate + 0.7080 70.80%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition - 0.6544 65.44%
CYP2C9 inhibition - 0.7447 74.47%
CYP2C19 inhibition - 0.7342 73.42%
CYP2D6 inhibition - 0.9037 90.37%
CYP1A2 inhibition - 0.7820 78.20%
CYP2C8 inhibition + 0.6186 61.86%
CYP inhibitory promiscuity + 0.6013 60.13%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4044 40.44%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9703 97.03%
Skin irritation - 0.7643 76.43%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8211 82.11%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5676 56.76%
skin sensitisation - 0.8633 86.33%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.8092 80.92%
Acute Oral Toxicity (c) III 0.3804 38.04%
Estrogen receptor binding + 0.7831 78.31%
Androgen receptor binding + 0.6535 65.35%
Thyroid receptor binding + 0.6170 61.70%
Glucocorticoid receptor binding + 0.8016 80.16%
Aromatase binding + 0.5812 58.12%
PPAR gamma + 0.7477 74.77%
Honey bee toxicity - 0.7578 75.78%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.7889 78.89%

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 99.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.54% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.31% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 95.86% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 95.73% 93.99%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.00% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.72% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.60% 92.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.40% 88.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.09% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.49% 89.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 89.53% 96.39%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 88.73% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.42% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.71% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.98% 85.14%
CHEMBL213 P08588 Beta-1 adrenergic receptor 85.74% 95.56%
CHEMBL5805 Q9NR97 Toll-like receptor 8 85.52% 96.25%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.84% 90.71%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.74% 93.03%
CHEMBL2535 P11166 Glucose transporter 82.98% 98.75%
CHEMBL217 P14416 Dopamine D2 receptor 81.91% 95.62%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 81.20% 95.00%
CHEMBL4530 P00488 Coagulation factor XIII 80.82% 96.00%

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.
There are no matching plants.

Cross-Links

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PubChem 162884113
LOTUS LTS0238807
wikiData Q104999281