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(2S,3R,12bS)-3-ethyl-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,7a,12,12a,12b-decahydroindolo[2,3-a]quinolizine

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 dc880028-f30f-4706-b32d-99bb96182671
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (2S,3R,12bS)-3-ethyl-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,7a,12,12a,12b-decahydroindolo[2,3-a]quinolizine
SMILES (Canonical) CCC1CN2CCC3C(C2CC1CC4C5=C(CCN4)C6=CC=CC=C6N5)NC7=CC=CC=C37
SMILES (Isomeric) CC[C@H]1CN2CCC3C([C@@H]2C[C@@H]1C[C@@H]4C5=C(CCN4)C6=CC=CC=C6N5)NC7=CC=CC=C37
InChI InChI=1S/C29H36N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h3-10,18-19,23,26-27,29-32H,2,11-17H2,1H3/t18-,19-,23?,26+,27-,29?/m0/s1
InChI Key WPRCHZNIQPXBQO-IWOKYBKVSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C29H36N4
Molecular Weight 440.60 g/mol
Exact Mass 440.29399717 g/mol
Topological Polar Surface Area (TPSA) 43.10 Ų
XlogP 5.20
Atomic LogP (AlogP) 5.44
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,12bS)-3-ethyl-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,7a,12,12a,12b-decahydroindolo[2,3-a]quinolizine

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9885 98.85%
Caco-2 - 0.5449 54.49%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.6073 60.73%
OATP2B1 inhibitior - 0.8559 85.59%
OATP1B1 inhibitior + 0.8364 83.64%
OATP1B3 inhibitior + 0.9452 94.52%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9858 98.58%
P-glycoprotein inhibitior + 0.8966 89.66%
P-glycoprotein substrate + 0.8197 81.97%
CYP3A4 substrate + 0.7088 70.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.6438 64.38%
CYP3A4 inhibition - 0.5813 58.13%
CYP2C9 inhibition - 0.9099 90.99%
CYP2C19 inhibition - 0.7999 79.99%
CYP2D6 inhibition + 0.5000 50.00%
CYP1A2 inhibition + 0.5880 58.80%
CYP2C8 inhibition + 0.6067 60.67%
CYP inhibitory promiscuity - 0.6584 65.84%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7182 71.82%
Eye corrosion - 0.9803 98.03%
Eye irritation - 0.9908 99.08%
Skin irritation - 0.7243 72.43%
Skin corrosion - 0.8950 89.50%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.9856 98.56%
Micronuclear + 0.5800 58.00%
Hepatotoxicity + 0.6375 63.75%
skin sensitisation - 0.8789 87.89%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6972 69.72%
Acute Oral Toxicity (c) III 0.6318 63.18%
Estrogen receptor binding + 0.7245 72.45%
Androgen receptor binding + 0.7969 79.69%
Thyroid receptor binding + 0.5871 58.71%
Glucocorticoid receptor binding - 0.5623 56.23%
Aromatase binding - 0.5606 56.06%
PPAR gamma + 0.5961 59.61%
Honey bee toxicity - 0.8142 81.42%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9267 92.67%

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
CHEMBL240 Q12809 HERG 99.34% 89.76%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.27% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.65% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.69% 97.09%
CHEMBL228 P31645 Serotonin transporter 96.67% 95.51%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.70% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.55% 98.95%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 92.49% 90.71%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.29% 88.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.38% 94.45%
CHEMBL255 P29275 Adenosine A2b receptor 90.27% 98.59%
CHEMBL238 Q01959 Dopamine transporter 89.82% 95.88%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.22% 95.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.06% 90.08%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.87% 97.50%
CHEMBL2189110 Q15910 Histone-lysine N-methyltransferase EZH2 83.95% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 83.85% 94.08%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.80% 92.62%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 83.32% 97.64%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.99% 100.00%
CHEMBL1991 O14920 Inhibitor of nuclear factor kappa B kinase beta subunit 82.81% 97.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.64% 95.89%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 81.86% 96.42%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 81.41% 94.23%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.35% 94.62%
CHEMBL1914 P06276 Butyrylcholinesterase 80.32% 95.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.15% 98.33%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.09% 95.83%

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.
Senna tora
Strychnos potatorum

Cross-Links

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PubChem 44559929
NPASS NPC221786
ChEMBL CHEMBL459625
LOTUS LTS0118220
wikiData Q105310157