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(2S,12bS)-3-ethenyl-11-[(2R)-1-methylpyrrolidin-2-yl]-2-[[(1S)-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-10-ol

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 a66e177a-0f2b-481a-959a-9ff3027fe294
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name (2S,12bS)-3-ethenyl-11-[(2R)-1-methylpyrrolidin-2-yl]-2-[[(1S)-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-10-ol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C35H43N5O/c1-4-21-20-40-17-14-26-24-11-12-31(41)32(28-10-7-15-38(28)2)35(24)37-34(26)30(40)19-22(21)18-29-33-25(13-16-39(29)3)23-8-5-6-9-27(23)36-33/h4-6,8-9,11-12,21-22,28-30,36-37,41H,1,7,10,13-20H2,2-3H3/t21?,22-,28+,29-,30-/m0/s1
InChI Key PHLJPJICTIGOKC-FJYSINDBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H43N5O
Molecular Weight 549.70 g/mol
Exact Mass 549.34676101 g/mol
Topological Polar Surface Area (TPSA) 61.50 Ų
XlogP 5.40
Atomic LogP (AlogP) 6.46
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,12bS)-3-ethenyl-11-[(2R)-1-methylpyrrolidin-2-yl]-2-[[(1S)-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-10-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9731 97.31%
Caco-2 - 0.7233 72.33%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5711 57.11%
OATP2B1 inhibitior - 0.8542 85.42%
OATP1B1 inhibitior + 0.8446 84.46%
OATP1B3 inhibitior + 0.9240 92.40%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9878 98.78%
P-glycoprotein inhibitior + 0.8724 87.24%
P-glycoprotein substrate + 0.7359 73.59%
CYP3A4 substrate + 0.7257 72.57%
CYP2C9 substrate + 0.5905 59.05%
CYP2D6 substrate + 0.5784 57.84%
CYP3A4 inhibition - 0.7651 76.51%
CYP2C9 inhibition - 0.8732 87.32%
CYP2C19 inhibition - 0.7774 77.74%
CYP2D6 inhibition - 0.5522 55.22%
CYP1A2 inhibition + 0.5276 52.76%
CYP2C8 inhibition + 0.6042 60.42%
CYP inhibitory promiscuity + 0.5795 57.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6904 69.04%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9532 95.32%
Skin irritation - 0.7317 73.17%
Skin corrosion - 0.9129 91.29%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition + 0.9543 95.43%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.8667 86.67%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.4871 48.71%
Acute Oral Toxicity (c) III 0.5612 56.12%
Estrogen receptor binding + 0.7313 73.13%
Androgen receptor binding + 0.8207 82.07%
Thyroid receptor binding + 0.5271 52.71%
Glucocorticoid receptor binding + 0.5953 59.53%
Aromatase binding + 0.6027 60.27%
PPAR gamma + 0.6193 61.93%
Honey bee toxicity - 0.7687 76.87%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9688 96.88%

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 99.82% 89.76%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.59% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 97.49% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.50% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.05% 98.95%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 94.41% 91.79%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 94.27% 93.40%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.24% 93.99%
CHEMBL217 P14416 Dopamine D2 receptor 92.64% 95.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.02% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.22% 94.45%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 88.00% 96.42%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 87.35% 90.71%
CHEMBL1902 P62942 FK506-binding protein 1A 87.10% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.08% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.41% 90.08%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.24% 89.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.77% 89.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.96% 88.56%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 82.40% 85.83%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.00% 93.03%
CHEMBL321 P14780 Matrix metalloproteinase 9 81.46% 92.12%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 81.30% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.11% 100.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.02% 91.71%
CHEMBL2535 P11166 Glucose transporter 80.74% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.15% 92.94%

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.
Strychnos usambarensis

Cross-Links

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PubChem 101967022
LOTUS LTS0169249
wikiData Q105209048