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(1S,2S,3R,11R,14R)-2-hydroxy-3-(1H-indol-3-yl)-14,19-dimethyl-15,16,17-trithia-10,12,19-triazapentacyclo[12.3.2.01,12.03,11.04,9]nonadeca-4,6,8-triene-13,18-dione

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 ad18b7f2-3643-4e2f-946e-6c7774bf607d
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1S,2S,3R,11R,14R)-2-hydroxy-3-(1H-indol-3-yl)-14,19-dimethyl-15,16,17-trithia-10,12,19-triazapentacyclo[12.3.2.01,12.03,11.04,9]nonadeca-4,6,8-triene-13,18-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C23H20N4O3S3/c1-21-19(29)27-18-22(13-8-4-6-10-16(13)25-18,14-11-24-15-9-5-3-7-12(14)15)17(28)23(27,32-33-31-21)20(30)26(21)2/h3-11,17-18,24-25,28H,1-2H3/t17-,18+,21+,22+,23-/m0/s1
InChI Key FIIJQUIYIBLWOG-HMKLVTIHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H20N4O3S3
Molecular Weight 496.60 g/mol
Exact Mass 496.06975403 g/mol
Topological Polar Surface Area (TPSA) 165.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.34
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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CHEMBL455883

2D Structure

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2D Structure of (1S,2S,3R,11R,14R)-2-hydroxy-3-(1H-indol-3-yl)-14,19-dimethyl-15,16,17-trithia-10,12,19-triazapentacyclo[12.3.2.01,12.03,11.04,9]nonadeca-4,6,8-triene-13,18-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8849 88.49%
Caco-2 - 0.6663 66.63%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.6627 66.27%
OATP2B1 inhibitior - 0.7124 71.24%
OATP1B1 inhibitior + 0.8715 87.15%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8583 85.83%
P-glycoprotein inhibitior + 0.6417 64.17%
P-glycoprotein substrate + 0.5420 54.20%
CYP3A4 substrate + 0.7215 72.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8185 81.85%
CYP3A4 inhibition - 0.8905 89.05%
CYP2C9 inhibition - 0.5280 52.80%
CYP2C19 inhibition - 0.5547 55.47%
CYP2D6 inhibition - 0.8757 87.57%
CYP1A2 inhibition - 0.7218 72.18%
CYP2C8 inhibition - 0.6677 66.77%
CYP inhibitory promiscuity - 0.7558 75.58%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.7900 79.00%
Carcinogenicity (trinary) Non-required 0.6023 60.23%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.9643 96.43%
Skin irritation - 0.7796 77.96%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7063 70.63%
Micronuclear + 0.9200 92.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8558 85.58%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.5704 57.04%
Acute Oral Toxicity (c) III 0.5406 54.06%
Estrogen receptor binding + 0.6924 69.24%
Androgen receptor binding + 0.7627 76.27%
Thyroid receptor binding + 0.7546 75.46%
Glucocorticoid receptor binding + 0.6375 63.75%
Aromatase binding + 0.5810 58.10%
PPAR gamma + 0.7714 77.14%
Honey bee toxicity - 0.7550 75.50%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.8240 82.40%

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
CHEMBL1914 P06276 Butyrylcholinesterase 98.96% 95.00%
CHEMBL2581 P07339 Cathepsin D 97.28% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.68% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.88% 96.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.98% 88.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.91% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.76% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 91.83% 94.75%
CHEMBL255 P29275 Adenosine A2b receptor 91.55% 98.59%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.39% 94.62%
CHEMBL3524 P56524 Histone deacetylase 4 90.14% 92.97%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 89.52% 89.44%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 88.50% 85.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.21% 99.23%
CHEMBL4208 P20618 Proteasome component C5 85.78% 90.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.70% 90.08%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 85.31% 96.39%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.23% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.19% 89.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 82.54% 97.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.02% 94.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.11% 93.03%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.20% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 11504208
LOTUS LTS0133351
wikiData Q104995726