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6'-ethenyl-6-hydroxy-7'-[(2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl)methyl]spiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-2-one

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 2a7f9f4d-9015-45a0-b886-be77f6fa0ef5
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 6'-ethenyl-6-hydroxy-7'-[(2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl)methyl]spiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H34N4O2/c1-3-18-17-34-13-11-30(23-9-8-20(35)16-25(23)32-29(30)36)27(34)15-19(18)14-26-28-22(10-12-33(26)2)21-6-4-5-7-24(21)31-28/h3-9,16,18-19,26-27,31,35H,1,10-15,17H2,2H3,(H,32,36)
InChI Key YAXAQXBFDAJGGS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H34N4O2
Molecular Weight 482.60 g/mol
Exact Mass 482.26817634 g/mol
Topological Polar Surface Area (TPSA) 71.60 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.58
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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Spiro(3H-indole-3,1'(5'H)-indolizin)-2(1H)-one, 6'-ethenyl-2',3',6',7',8',8'a-hexahydro-6-hydroxy-7'-(((1S)-2,3,4,9-tetrahydro-2-methyl-1H-pyrido(3,4-b)indol-1-yl)methyl)-, (1'R,6'R,7'R,8'aS)-

2D Structure

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2D Structure of 6'-ethenyl-6-hydroxy-7'-[(2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl)methyl]spiro[1H-indole-3,1'-3,5,6,7,8,8a-hexahydro-2H-indolizine]-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9782 97.82%
Caco-2 - 0.7503 75.03%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6365 63.65%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.8202 82.02%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 0.5828 58.28%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9740 97.40%
P-glycoprotein inhibitior + 0.8845 88.45%
P-glycoprotein substrate + 0.7638 76.38%
CYP3A4 substrate + 0.7341 73.41%
CYP2C9 substrate - 0.7953 79.53%
CYP2D6 substrate + 0.3930 39.30%
CYP3A4 inhibition + 0.5816 58.16%
CYP2C9 inhibition - 0.7349 73.49%
CYP2C19 inhibition - 0.7637 76.37%
CYP2D6 inhibition - 0.6499 64.99%
CYP1A2 inhibition - 0.8273 82.73%
CYP2C8 inhibition + 0.6440 64.40%
CYP inhibitory promiscuity + 0.5548 55.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6422 64.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9793 97.93%
Skin irritation - 0.7510 75.10%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7456 74.56%
Micronuclear + 0.8600 86.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8666 86.66%
Respiratory toxicity + 0.9000 90.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7474 74.74%
Acute Oral Toxicity (c) III 0.5356 53.56%
Estrogen receptor binding + 0.8238 82.38%
Androgen receptor binding + 0.7885 78.85%
Thyroid receptor binding + 0.6377 63.77%
Glucocorticoid receptor binding + 0.6697 66.97%
Aromatase binding + 0.5755 57.55%
PPAR gamma + 0.5872 58.72%
Honey bee toxicity - 0.7353 73.53%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9619 96.19%

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 99.51% 89.76%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.90% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.16% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.87% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.96% 98.95%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 96.57% 93.40%
CHEMBL1937 Q92769 Histone deacetylase 2 95.43% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.01% 85.14%
CHEMBL217 P14416 Dopamine D2 receptor 93.26% 95.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 92.05% 93.99%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 91.46% 91.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.67% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.19% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.14% 94.45%
CHEMBL233 P35372 Mu opioid receptor 88.54% 97.93%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.90% 88.56%
CHEMBL255 P29275 Adenosine A2b receptor 86.70% 98.59%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.09% 99.23%
CHEMBL2535 P11166 Glucose transporter 86.03% 98.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.42% 90.08%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.36% 85.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.10% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 83.51% 90.71%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.76% 85.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.72% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.29% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.19% 86.33%

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 155297
LOTUS LTS0148658
wikiData Q105345650