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(11S,12R,13S,14S)-12-(1,3-benzodioxol-5-yl)-13-(methoxymethyl)-8,15,15-trimethyl-16-oxa-8-azatetracyclo[8.6.0.02,7.011,14]hexadeca-1(10),2,4,6-tetraen-9-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 8ce926ec-23b2-4078-ae34-b316bfc1adc7
Taxonomy Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
IUPAC Name (11S,12R,13S,14S)-12-(1,3-benzodioxol-5-yl)-13-(methoxymethyl)-8,15,15-trimethyl-16-oxa-8-azatetracyclo[8.6.0.02,7.011,14]hexadeca-1(10),2,4,6-tetraen-9-one
SMILES (Canonical) CC1(C2C(C(C2C3=C(O1)C4=CC=CC=C4N(C3=O)C)C5=CC6=C(C=C5)OCO6)COC)C
SMILES (Isomeric) CC1([C@@H]2[C@H]([C@@H]([C@@H]2C3=C(O1)C4=CC=CC=C4N(C3=O)C)C5=CC6=C(C=C5)OCO6)COC)C
InChI InChI=1S/C26H27NO5/c1-26(2)23-16(12-29-4)20(14-9-10-18-19(11-14)31-13-30-18)21(23)22-24(32-26)15-7-5-6-8-17(15)27(3)25(22)28/h5-11,16,20-21,23H,12-13H2,1-4H3/t16-,20-,21+,23+/m0/s1
InChI Key IJWSKYUDLJGSAA-WWTKIRLPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H27NO5
Molecular Weight 433.50 g/mol
Exact Mass 433.18892296 g/mol
Topological Polar Surface Area (TPSA) 57.20 Ų
XlogP 3.40
Atomic LogP (AlogP) 4.20
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (11S,12R,13S,14S)-12-(1,3-benzodioxol-5-yl)-13-(methoxymethyl)-8,15,15-trimethyl-16-oxa-8-azatetracyclo[8.6.0.02,7.011,14]hexadeca-1(10),2,4,6-tetraen-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8723 87.23%
Caco-2 + 0.6071 60.71%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Lysosomes 0.5282 52.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8821 88.21%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9725 97.25%
P-glycoprotein inhibitior + 0.8748 87.48%
P-glycoprotein substrate - 0.5874 58.74%
CYP3A4 substrate + 0.7071 70.71%
CYP2C9 substrate - 0.7941 79.41%
CYP2D6 substrate - 0.8616 86.16%
CYP3A4 inhibition + 0.8626 86.26%
CYP2C9 inhibition + 0.5094 50.94%
CYP2C19 inhibition + 0.5368 53.68%
CYP2D6 inhibition - 0.7714 77.14%
CYP1A2 inhibition + 0.5295 52.95%
CYP2C8 inhibition - 0.6657 66.57%
CYP inhibitory promiscuity + 0.7994 79.94%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4610 46.10%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9423 94.23%
Skin irritation - 0.8116 81.16%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis + 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8605 86.05%
Micronuclear + 0.6400 64.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8554 85.54%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5507 55.07%
Acute Oral Toxicity (c) III 0.5931 59.31%
Estrogen receptor binding + 0.8915 89.15%
Androgen receptor binding + 0.8487 84.87%
Thyroid receptor binding + 0.7480 74.80%
Glucocorticoid receptor binding + 0.9129 91.29%
Aromatase binding + 0.6833 68.33%
PPAR gamma + 0.7446 74.46%
Honey bee toxicity - 0.7833 78.33%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.8800 88.00%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.18% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.87% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.74% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 96.04% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.23% 89.00%
CHEMBL240 Q12809 HERG 93.43% 89.76%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.96% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.03% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.02% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.63% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 89.67% 98.59%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.18% 94.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.98% 93.99%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 85.94% 85.49%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.48% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 81.87% 93.40%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 81.57% 80.78%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.39% 97.14%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.62% 90.24%
CHEMBL4895 P30530 Tyrosine-protein kinase receptor UFO 80.62% 90.95%
CHEMBL5255 O00206 Toll-like receptor 4 80.42% 92.50%
CHEMBL226 P30542 Adenosine A1 receptor 80.12% 95.93%

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.
Melicope denhamii

Cross-Links

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PubChem 57343628
LOTUS LTS0064618
wikiData Q105114189