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(3S,5aR,10bS,11aS)-10b-hydroxy-6-(2-methylbut-3-en-2-yl)-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-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 82cd10eb-a177-4606-9e24-8503e6acf393
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1R,4S,7S,9S)-9-hydroxy-16-(2-methylbut-3-en-2-yl)-4-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H36N4O3/c1-7-30(3,4)26-20(19-13-9-11-15-22(19)33-26)17-23-28(38)35-25(27(37)34-23)18-32(39)21-14-10-12-16-24(21)36(29(32)35)31(5,6)8-2/h7-16,23,25,29,33,39H,1-2,17-18H2,3-6H3,(H,34,37)/t23-,25-,29-,32-/m0/s1
InChI Key YWLAQSLUIQTZON-FQPFCCRUSA-N
Popularity 7 references in papers

Physical and Chemical Properties

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Molecular Formula C32H36N4O3
Molecular Weight 524.70 g/mol
Exact Mass 524.27874102 g/mol
Topological Polar Surface Area (TPSA) 88.70 Ų
XlogP 5.10
Atomic LogP (AlogP) 4.27
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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(3S,5aR,10bS,11aS)-10b-hydroxy-6-(2-methylbut-3-en-2-yl)-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione

2D Structure

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2D Structure of (3S,5aR,10bS,11aS)-10b-hydroxy-6-(2-methylbut-3-en-2-yl)-3-{[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl}-6,10b,11,11a-tetrahydro-2H-pyrazino[1',2':1,5]pyrrolo[2,3-b]indole-1,4(3H,5aH)-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9745 97.45%
Caco-2 - 0.7635 76.35%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6487 64.87%
OATP2B1 inhibitior - 0.8560 85.60%
OATP1B1 inhibitior + 0.8252 82.52%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7964 79.64%
BSEP inhibitior + 0.9892 98.92%
P-glycoprotein inhibitior + 0.7697 76.97%
P-glycoprotein substrate + 0.7211 72.11%
CYP3A4 substrate + 0.7185 71.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8460 84.60%
CYP3A4 inhibition - 0.6655 66.55%
CYP2C9 inhibition - 0.5581 55.81%
CYP2C19 inhibition - 0.6260 62.60%
CYP2D6 inhibition - 0.8144 81.44%
CYP1A2 inhibition - 0.7667 76.67%
CYP2C8 inhibition + 0.6165 61.65%
CYP inhibitory promiscuity + 0.6415 64.15%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5151 51.51%
Eye corrosion - 0.9890 98.90%
Eye irritation - 0.9375 93.75%
Skin irritation - 0.8115 81.15%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7187 71.87%
Micronuclear + 0.8200 82.00%
Hepatotoxicity + 0.6046 60.46%
skin sensitisation - 0.8679 86.79%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.6862 68.62%
Acute Oral Toxicity (c) III 0.5429 54.29%
Estrogen receptor binding + 0.7731 77.31%
Androgen receptor binding + 0.7201 72.01%
Thyroid receptor binding + 0.6796 67.96%
Glucocorticoid receptor binding + 0.7248 72.48%
Aromatase binding + 0.5467 54.67%
PPAR gamma + 0.7456 74.56%
Honey bee toxicity - 0.8399 83.99%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8224 82.24%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.95% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.73% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.71% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.10% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 96.04% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.30% 94.45%
CHEMBL3310 Q96DB2 Histone deacetylase 11 95.26% 88.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.61% 90.08%
CHEMBL3524 P56524 Histone deacetylase 4 92.54% 92.97%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.96% 85.14%
CHEMBL1902 P62942 FK506-binding protein 1A 89.58% 97.05%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.90% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.04% 93.99%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.37% 97.25%
CHEMBL4302 P08183 P-glycoprotein 1 87.15% 92.98%
CHEMBL217 P14416 Dopamine D2 receptor 85.96% 95.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.89% 86.33%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 84.14% 97.64%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.13% 89.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.69% 96.39%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.30% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.47% 93.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.34% 94.62%

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 11295413
LOTUS LTS0139105
wikiData Q105366870