PlantaeDB Logo
Login Sign-up

N-[(1'S,5'R,8S)-6-[2-(4-hydroxyphenyl)ethyl]-5'-methoxy-7-oxospiro[5H-[1,3]dioxolo[4,5-g]isoquinoline-8,2'-cyclohex-3-ene]-1'-yl]-N-methylformamide

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

Top
Internal ID 44546e34-7bcd-4b2d-911e-853b403c2921
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
IUPAC Name N-[(1'S,5'R,8S)-6-[2-(4-hydroxyphenyl)ethyl]-5'-methoxy-7-oxospiro[5H-[1,3]dioxolo[4,5-g]isoquinoline-8,2'-cyclohex-3-ene]-1'-yl]-N-methylformamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H28N2O6/c1-27(15-29)24-12-20(32-2)7-9-26(24)21-13-23-22(33-16-34-23)11-18(21)14-28(25(26)31)10-8-17-3-5-19(30)6-4-17/h3-7,9,11,13,15,20,24,30H,8,10,12,14,16H2,1-2H3/t20-,24-,26-/m0/s1
InChI Key XEPJPIFQSAHGNY-RJWMVNQGSA-N
Popularity 3 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H28N2O6
Molecular Weight 464.50 g/mol
Exact Mass 464.19473662 g/mol
Topological Polar Surface Area (TPSA) 88.50 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.38
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of N-[(1'S,5'R,8S)-6-[2-(4-hydroxyphenyl)ethyl]-5'-methoxy-7-oxospiro[5H-[1,3]dioxolo[4,5-g]isoquinoline-8,2'-cyclohex-3-ene]-1'-yl]-N-methylformamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8873 88.73%
Caco-2 - 0.6394 63.94%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4882 48.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8380 83.80%
OATP1B3 inhibitior + 0.9335 93.35%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9915 99.15%
P-glycoprotein inhibitior + 0.9372 93.72%
P-glycoprotein substrate + 0.7021 70.21%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 0.7952 79.52%
CYP2D6 substrate - 0.7918 79.18%
CYP3A4 inhibition + 0.6578 65.78%
CYP2C9 inhibition - 0.8786 87.86%
CYP2C19 inhibition - 0.7340 73.40%
CYP2D6 inhibition - 0.6842 68.42%
CYP1A2 inhibition - 0.9125 91.25%
CYP2C8 inhibition + 0.4690 46.90%
CYP inhibitory promiscuity - 0.6713 67.13%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5678 56.78%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9737 97.37%
Skin irritation - 0.7945 79.45%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4180 41.80%
Micronuclear + 0.8000 80.00%
Hepatotoxicity + 0.5481 54.81%
skin sensitisation - 0.8792 87.92%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6223 62.23%
Acute Oral Toxicity (c) III 0.7146 71.46%
Estrogen receptor binding + 0.8058 80.58%
Androgen receptor binding + 0.8052 80.52%
Thyroid receptor binding + 0.6125 61.25%
Glucocorticoid receptor binding + 0.8199 81.99%
Aromatase binding - 0.5209 52.09%
PPAR gamma + 0.6870 68.70%
Honey bee toxicity - 0.6861 68.61%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9326 93.26%

Targets

Top

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.03% 96.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.66% 96.77%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.24% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.07% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.68% 94.45%
CHEMBL233 P35372 Mu opioid receptor 95.69% 97.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.02% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.91% 86.33%
CHEMBL4208 P20618 Proteasome component C5 92.44% 90.00%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.11% 93.40%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.06% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.33% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.75% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.82% 85.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.37% 94.00%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 87.25% 99.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.58% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.45% 90.71%
CHEMBL6175 Q9H3R0 Lysine-specific demethylase 4C 85.14% 96.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.95% 92.62%
CHEMBL240 Q12809 HERG 83.59% 89.76%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.04% 93.99%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 82.54% 95.53%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.43% 97.09%
CHEMBL3837 P07711 Cathepsin L 82.18% 96.61%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 81.58% 90.95%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.38% 97.33%
CHEMBL3401 O75469 Pregnane X receptor 80.68% 94.73%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.60% 96.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.43% 93.00%

Plants that contains it

Top
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.
Galanthus plicatus
Melicope micrococca

Cross-Links

Top
PubChem 15475407
LOTUS LTS0259584
wikiData Q105326514