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9-(1H-indol-3-yl)-5-methyl-4,7-bis(methylsulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-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 b2cc19a2-b048-45a8-8c6b-aa4b576ed27a
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name 9-(1H-indol-3-yl)-5-methyl-4,7-bis(methylsulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
SMILES (Canonical) CN1C(C(=O)N2C3C(CC2(C1=O)SC)(C4=CC=CC=C4N3)C5=CNC6=CC=CC=C65)SC
SMILES (Isomeric) CN1C(C(=O)N2C3C(CC2(C1=O)SC)(C4=CC=CC=C4N3)C5=CNC6=CC=CC=C65)SC
InChI InChI=1S/C24H24N4O2S2/c1-27-20(31-2)19(29)28-21-23(13-24(28,32-3)22(27)30,15-9-5-7-11-18(15)26-21)16-12-25-17-10-6-4-8-14(16)17/h4-12,20-21,25-26H,13H2,1-3H3
InChI Key LIFASPWDCJIPIM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H24N4O2S2
Molecular Weight 464.60 g/mol
Exact Mass 464.13406837 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.66
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-(1H-indol-3-yl)-5-methyl-4,7-bis(methylsulfanyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9477 94.77%
Caco-2 - 0.6550 65.50%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.5009 50.09%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior + 0.8790 87.90%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.7149 71.49%
BSEP inhibitior + 0.9083 90.83%
P-glycoprotein inhibitior + 0.6664 66.64%
P-glycoprotein substrate + 0.6226 62.26%
CYP3A4 substrate + 0.6986 69.86%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8231 82.31%
CYP3A4 inhibition + 0.5230 52.30%
CYP2C9 inhibition + 0.5393 53.93%
CYP2C19 inhibition - 0.5072 50.72%
CYP2D6 inhibition - 0.8853 88.53%
CYP1A2 inhibition - 0.6239 62.39%
CYP2C8 inhibition - 0.6874 68.74%
CYP inhibitory promiscuity + 0.5388 53.88%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5725 57.25%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9881 98.81%
Skin irritation - 0.7796 77.96%
Skin corrosion - 0.9276 92.76%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8330 83.30%
Micronuclear + 0.7400 74.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8547 85.47%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.6035 60.35%
Acute Oral Toxicity (c) III 0.4859 48.59%
Estrogen receptor binding + 0.7355 73.55%
Androgen receptor binding + 0.7510 75.10%
Thyroid receptor binding + 0.7153 71.53%
Glucocorticoid receptor binding + 0.6278 62.78%
Aromatase binding + 0.5447 54.47%
PPAR gamma + 0.6930 69.30%
Honey bee toxicity - 0.7737 77.37%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8610 86.10%

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
CHEMBL2581 P07339 Cathepsin D 98.93% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.85% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 96.15% 94.75%
CHEMBL3310 Q96DB2 Histone deacetylase 11 96.09% 88.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.93% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.24% 95.56%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 92.61% 96.39%
CHEMBL5103 Q969S8 Histone deacetylase 10 92.57% 90.08%
CHEMBL202 P00374 Dihydrofolate reductase 90.18% 89.92%
CHEMBL333 P08253 Matrix metalloproteinase-2 87.31% 96.31%
CHEMBL321 P14780 Matrix metalloproteinase 9 86.37% 92.12%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.05% 85.14%
CHEMBL4588 P22894 Matrix metalloproteinase 8 85.38% 94.66%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 85.31% 92.67%
CHEMBL4208 P20618 Proteasome component C5 84.88% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 84.20% 98.59%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.07% 89.44%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 83.88% 94.62%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 83.84% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.83% 97.09%
CHEMBL228 P31645 Serotonin transporter 83.70% 95.51%
CHEMBL3524 P56524 Histone deacetylase 4 83.47% 92.97%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 83.45% 97.64%
CHEMBL2535 P11166 Glucose transporter 83.14% 98.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.14% 82.69%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.94% 94.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.71% 93.40%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.02% 93.99%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.66% 99.23%
CHEMBL2708 Q16584 Mitogen-activated protein kinase kinase kinase 11 80.87% 81.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.69% 97.25%
CHEMBL3384 Q16512 Protein kinase N1 80.34% 80.71%

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 73086563
LOTUS LTS0153825
wikiData Q105152155