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(1S,2S,5S,9R)-5-(hydroxymethyl)-1-[3-[[(2S,5S)-5-(hydroxymethyl)-1,4-dimethyl-2,5-bis(methylsulfanyl)-3,6-dioxopiperazin-2-yl]methyl]indol-1-yl]-4-methyl-2,5-bis(methylsulfanyl)-4,7,10-triazatetracyclo[7.7.0.02,7.011,16]hexadeca-11,13,15-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 20ce7dd5-befc-4e6f-9ef2-ee96febb5161
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1S,2S,5S,9R)-5-(hydroxymethyl)-1-[3-[[(2S,5S)-5-(hydroxymethyl)-1,4-dimethyl-2,5-bis(methylsulfanyl)-3,6-dioxopiperazin-2-yl]methyl]indol-1-yl]-4-methyl-2,5-bis(methylsulfanyl)-4,7,10-triazatetracyclo[7.7.0.02,7.011,16]hexadeca-11,13,15-triene-3,6-dione
SMILES (Canonical) CN1C(=O)C(N(C(=O)C1(CC2=CN(C3=CC=CC=C32)C45C(CN6C4(C(=O)N(C(C6=O)(CO)SC)C)SC)NC7=CC=CC=C57)SC)C)(CO)SC
SMILES (Isomeric) CN1C(=O)[C@](N(C(=O)[C@]1(CC2=CN(C3=CC=CC=C32)[C@@]45[C@@H](CN6[C@]4(C(=O)N([C@@](C6=O)(CO)SC)C)SC)NC7=CC=CC=C57)SC)C)(CO)SC
InChI InChI=1S/C35H42N6O6S4/c1-37-28(45)32(19-42,49-5)38(2)27(44)31(37,48-4)16-21-17-40(25-15-11-8-12-22(21)25)34-23-13-9-10-14-24(23)36-26(34)18-41-29(46)33(20-43,50-6)39(3)30(47)35(34,41)51-7/h8-15,17,26,36,42-43H,16,18-20H2,1-7H3/t26-,31+,32+,33+,34+,35-/m1/s1
InChI Key GEHGQUSEFOBWRL-PBOOMZTISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H42N6O6S4
Molecular Weight 771.00 g/mol
Exact Mass 770.20486777 g/mol
Topological Polar Surface Area (TPSA) 240.00 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.19
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,5S,9R)-5-(hydroxymethyl)-1-[3-[[(2S,5S)-5-(hydroxymethyl)-1,4-dimethyl-2,5-bis(methylsulfanyl)-3,6-dioxopiperazin-2-yl]methyl]indol-1-yl]-4-methyl-2,5-bis(methylsulfanyl)-4,7,10-triazatetracyclo[7.7.0.02,7.011,16]hexadeca-11,13,15-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 + 0.7608 76.08%
Caco-2 - 0.8308 83.08%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.6857 68.57%
Subcellular localzation Mitochondria 0.3554 35.54%
OATP2B1 inhibitior + 0.5716 57.16%
OATP1B1 inhibitior + 0.8703 87.03%
OATP1B3 inhibitior + 0.9314 93.14%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8508 85.08%
BSEP inhibitior + 0.9929 99.29%
P-glycoprotein inhibitior + 0.7618 76.18%
P-glycoprotein substrate + 0.7306 73.06%
CYP3A4 substrate + 0.7027 70.27%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7515 75.15%
CYP3A4 inhibition + 0.5125 51.25%
CYP2C9 inhibition + 0.6100 61.00%
CYP2C19 inhibition - 0.5676 56.76%
CYP2D6 inhibition - 0.8579 85.79%
CYP1A2 inhibition - 0.8270 82.70%
CYP2C8 inhibition - 0.6147 61.47%
CYP inhibitory promiscuity - 0.6527 65.27%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.7400 74.00%
Carcinogenicity (trinary) Non-required 0.5994 59.94%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9152 91.52%
Skin irritation - 0.7772 77.72%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis + 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7730 77.30%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8487 84.87%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5214 52.14%
Acute Oral Toxicity (c) III 0.5698 56.98%
Estrogen receptor binding + 0.7833 78.33%
Androgen receptor binding + 0.7772 77.72%
Thyroid receptor binding + 0.6884 68.84%
Glucocorticoid receptor binding + 0.7814 78.14%
Aromatase binding + 0.6732 67.32%
PPAR gamma + 0.7477 74.77%
Honey bee toxicity - 0.8526 85.26%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9101 91.01%

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 99.02% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 98.87% 93.99%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.25% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 97.98% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.47% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.03% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 96.30% 90.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.02% 97.25%
CHEMBL3524 P56524 Histone deacetylase 4 94.72% 92.97%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.70% 91.11%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 90.83% 85.49%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.60% 88.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 89.13% 82.69%
CHEMBL255 P29275 Adenosine A2b receptor 88.90% 98.59%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.70% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.68% 99.23%
CHEMBL325 Q13547 Histone deacetylase 1 85.32% 95.92%
CHEMBL230 P35354 Cyclooxygenase-2 84.35% 89.63%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 83.66% 95.83%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.49% 89.44%
CHEMBL202 P00374 Dihydrofolate reductase 82.35% 89.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.53% 97.09%
CHEMBL299 P17252 Protein kinase C alpha 81.28% 98.03%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 80.57% 85.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.01% 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 162970067
LOTUS LTS0140547
wikiData Q105007170