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6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatetracyclo[11.7.0.01,17.04,8]icosa-6,11-diene-2,5,20-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 b1cdc632-d4ab-48af-b03b-7ad6acd45f9b
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name 6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatetracyclo[11.7.0.01,17.04,8]icosa-6,11-diene-2,5,20-trione
SMILES (Canonical) CC1CC=CC2C(C(=C)C(C3C2(C(=O)CC4C1C(=C(C4=O)O)C)C(=O)NC3CC5=CNC6=CC=CC=C65)C)O
SMILES (Isomeric) CC1CC=CC2C(C(=C)C(C3C2(C(=O)CC4C1C(=C(C4=O)O)C)C(=O)NC3CC5=CNC6=CC=CC=C65)C)O
InChI InChI=1S/C32H36N2O5/c1-15-8-7-10-22-28(36)17(3)16(2)27-24(12-19-14-33-23-11-6-5-9-20(19)23)34-31(39)32(22,27)25(35)13-21-26(15)18(4)29(37)30(21)38/h5-7,9-11,14-16,21-22,24,26-28,33,36-37H,3,8,12-13H2,1-2,4H3,(H,34,39)
InChI Key VROGJHMZKMLYET-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36N2O5
Molecular Weight 528.60 g/mol
Exact Mass 528.26242225 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 4.20
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 6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,16-trimethyl-15-methylidene-19-azatetracyclo[11.7.0.01,17.04,8]icosa-6,11-diene-2,5,20-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9854 98.54%
Caco-2 - 0.8411 84.11%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Plasma membrane 0.5083 50.83%
OATP2B1 inhibitior - 0.8555 85.55%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.9107 91.07%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9401 94.01%
P-glycoprotein inhibitior + 0.5827 58.27%
P-glycoprotein substrate + 0.6759 67.59%
CYP3A4 substrate + 0.7201 72.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8750 87.50%
CYP3A4 inhibition - 0.7548 75.48%
CYP2C9 inhibition - 0.7500 75.00%
CYP2C19 inhibition - 0.7348 73.48%
CYP2D6 inhibition - 0.8997 89.97%
CYP1A2 inhibition - 0.8341 83.41%
CYP2C8 inhibition + 0.7154 71.54%
CYP inhibitory promiscuity + 0.5466 54.66%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4257 42.57%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9598 95.98%
Skin irritation - 0.7595 75.95%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4253 42.53%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8506 85.06%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5634 56.34%
Acute Oral Toxicity (c) II 0.3936 39.36%
Estrogen receptor binding + 0.7738 77.38%
Androgen receptor binding + 0.6755 67.55%
Thyroid receptor binding + 0.5750 57.50%
Glucocorticoid receptor binding + 0.7612 76.12%
Aromatase binding + 0.6262 62.62%
PPAR gamma + 0.6897 68.97%
Honey bee toxicity - 0.7098 70.98%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9499 94.99%

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 99.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.64% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.47% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 95.63% 94.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.77% 94.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 91.85% 96.39%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.68% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.59% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.19% 89.00%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 89.83% 96.95%
CHEMBL213 P08588 Beta-1 adrenergic receptor 89.55% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.01% 92.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.83% 97.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.75% 93.99%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.01% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.95% 85.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.42% 95.50%
CHEMBL2996 Q05655 Protein kinase C delta 85.06% 97.79%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.55% 88.56%
CHEMBL2535 P11166 Glucose transporter 82.56% 98.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.10% 93.03%
CHEMBL4530 P00488 Coagulation factor XIII 80.99% 96.00%
CHEMBL1951 P21397 Monoamine oxidase A 80.15% 91.49%

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 75149073
LOTUS LTS0035620
wikiData Q104199729