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(3S)-3-[(13R)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]pyrrolidin-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 814ab162-8ffe-4262-831e-d2c72c221e9b
Taxonomy Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
IUPAC Name (3S)-3-[(13R)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]pyrrolidin-2-one
SMILES (Canonical) CN1C(C2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5)C6CCNC6=O
SMILES (Isomeric) CN1[C@@H](C2=C(C=CC(=C2OC)OC)C3=C1C4=CC5=C(C=C4C=C3)OCO5)[C@@H]6CCNC6=O
InChI InChI=1S/C25H24N2O5/c1-27-22-15(5-4-13-10-19-20(11-17(13)22)32-12-31-19)14-6-7-18(29-2)24(30-3)21(14)23(27)16-8-9-26-25(16)28/h4-7,10-11,16,23H,8-9,12H2,1-3H3,(H,26,28)/t16-,23+/m0/s1
InChI Key SAMIYURRDCILDL-QMHKHESXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H24N2O5
Molecular Weight 432.50 g/mol
Exact Mass 432.16852187 g/mol
Topological Polar Surface Area (TPSA) 69.30 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.88
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S)-3-[(13R)-1,2-dimethoxy-12-methyl-13H-[1,3]benzodioxolo[5,6-c]phenanthridin-13-yl]pyrrolidin-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 + 0.9027 90.27%
Caco-2 + 0.6744 67.44%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Lysosomes 0.4823 48.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9111 91.11%
OATP1B3 inhibitior + 0.9348 93.48%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7611 76.11%
BSEP inhibitior + 0.9821 98.21%
P-glycoprotein inhibitior + 0.9137 91.37%
P-glycoprotein substrate + 0.6861 68.61%
CYP3A4 substrate + 0.6344 63.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3564 35.64%
CYP3A4 inhibition + 0.9653 96.53%
CYP2C9 inhibition + 0.6825 68.25%
CYP2C19 inhibition + 0.6253 62.53%
CYP2D6 inhibition - 0.6173 61.73%
CYP1A2 inhibition - 0.5312 53.12%
CYP2C8 inhibition + 0.4732 47.32%
CYP inhibitory promiscuity + 0.8250 82.50%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6170 61.70%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9856 98.56%
Skin irritation - 0.7836 78.36%
Skin corrosion - 0.9402 94.02%
Ames mutagenesis + 0.5846 58.46%
Human Ether-a-go-go-Related Gene inhibition + 0.7481 74.81%
Micronuclear + 0.6500 65.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.8931 89.31%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7485 74.85%
Acute Oral Toxicity (c) III 0.6079 60.79%
Estrogen receptor binding + 0.8583 85.83%
Androgen receptor binding + 0.8069 80.69%
Thyroid receptor binding + 0.6642 66.42%
Glucocorticoid receptor binding + 0.8858 88.58%
Aromatase binding - 0.5244 52.44%
PPAR gamma + 0.7540 75.40%
Honey bee toxicity - 0.8404 84.04%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7026 70.26%

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
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.76% 96.77%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.48% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.91% 92.62%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 93.80% 89.62%
CHEMBL2581 P07339 Cathepsin D 93.74% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.53% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.93% 97.09%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 92.42% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.97% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.16% 89.00%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 89.85% 80.78%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.43% 86.33%
CHEMBL4208 P20618 Proteasome component C5 88.55% 90.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.39% 93.99%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.39% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 88.28% 91.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.70% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 86.53% 94.75%
CHEMBL255 P29275 Adenosine A2b receptor 86.15% 98.59%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.75% 96.67%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.28% 82.67%
CHEMBL5925 P22413 Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 84.53% 92.38%
CHEMBL4302 P08183 P-glycoprotein 1 83.42% 92.98%
CHEMBL2535 P11166 Glucose transporter 83.39% 98.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.10% 100.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.03% 96.39%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 82.99% 96.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.43% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.12% 99.23%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 82.09% 90.95%
CHEMBL2056 P21728 Dopamine D1 receptor 80.91% 91.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.72% 96.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.16% 97.33%

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.
Zanthoxylum spinosum

Cross-Links

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PubChem 163028788
LOTUS LTS0266115
wikiData Q105248948