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1-[(12S,13R,18R)-7-methoxy-8-[[(12S,13R,17S,18R)-16-methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4,6,8-tetraen-17-yl]methyl]-3,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7,16-pentaen-17-yl]ethanone

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 9029fdef-69cb-4cbb-ab2a-65e015283944
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name 1-[(12S,13R,18R)-7-methoxy-8-[[(12S,13R,17S,18R)-16-methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4,6,8-tetraen-17-yl]methyl]-3,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7,16-pentaen-17-yl]ethanone
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C44H54N4O5/c1-23(49)30-20-52-21-31-25(30)16-38-43-29(19-37(31)46(38)4)41-28(40(50-7)14-13-35(41)48(43)6)15-33-26-17-39-42-27(24-11-9-10-12-34(24)47(42)5)18-36(45(39)3)32(26)22-53-44(33,2)51-8/h9-14,20,25-26,31-33,36-39H,15-19,21-22H2,1-8H3/t25-,26+,31+,32+,33-,36-,37-,38?,39?,44?/m0/s1
InChI Key PDJHPYQYMXAVLB-TVPJYVBBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C44H54N4O5
Molecular Weight 718.90 g/mol
Exact Mass 718.40942084 g/mol
Topological Polar Surface Area (TPSA) 70.30 Ų
XlogP 4.90
Atomic LogP (AlogP) 6.50
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(12S,13R,18R)-7-methoxy-8-[[(12S,13R,17S,18R)-16-methoxy-3,16,20-trimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4,6,8-tetraen-17-yl]methyl]-3,20-dimethyl-15-oxa-3,20-diazapentacyclo[10.7.1.02,10.04,9.013,18]icosa-2(10),4(9),5,7,16-pentaen-17-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9492 94.92%
Caco-2 - 0.8009 80.09%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.4481 44.81%
OATP2B1 inhibitior - 0.5628 56.28%
OATP1B1 inhibitior + 0.8464 84.64%
OATP1B3 inhibitior + 0.9242 92.42%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior + 0.5250 52.50%
BSEP inhibitior + 0.9893 98.93%
P-glycoprotein inhibitior + 0.8360 83.60%
P-glycoprotein substrate + 0.8407 84.07%
CYP3A4 substrate + 0.7473 74.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7357 73.57%
CYP3A4 inhibition + 0.7228 72.28%
CYP2C9 inhibition - 0.7669 76.69%
CYP2C19 inhibition - 0.5446 54.46%
CYP2D6 inhibition - 0.6994 69.94%
CYP1A2 inhibition + 0.5071 50.71%
CYP2C8 inhibition + 0.8226 82.26%
CYP inhibitory promiscuity + 0.8226 82.26%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5360 53.60%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9223 92.23%
Skin irritation - 0.8121 81.21%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis + 0.6577 65.77%
Human Ether-a-go-go-Related Gene inhibition + 0.8664 86.64%
Micronuclear + 0.6200 62.00%
Hepatotoxicity - 0.5040 50.40%
skin sensitisation - 0.8620 86.20%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7503 75.03%
Acute Oral Toxicity (c) III 0.6380 63.80%
Estrogen receptor binding + 0.8647 86.47%
Androgen receptor binding + 0.7780 77.80%
Thyroid receptor binding + 0.6197 61.97%
Glucocorticoid receptor binding + 0.8359 83.59%
Aromatase binding + 0.6985 69.85%
PPAR gamma + 0.7743 77.43%
Honey bee toxicity - 0.6563 65.63%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9882 98.82%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.05% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.82% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.22% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.52% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.40% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.17% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.03% 97.25%
CHEMBL1951 P21397 Monoamine oxidase A 93.88% 91.49%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.17% 92.62%
CHEMBL2581 P07339 Cathepsin D 91.97% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.98% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.48% 96.95%
CHEMBL2535 P11166 Glucose transporter 87.74% 98.75%
CHEMBL2096618 P11274 Bcr/Abl fusion protein 87.66% 85.83%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.90% 97.14%
CHEMBL255 P29275 Adenosine A2b receptor 86.38% 98.59%
CHEMBL340 P08684 Cytochrome P450 3A4 86.19% 91.19%
CHEMBL2378 P30307 Dual specificity phosphatase Cdc25C 85.02% 96.67%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.30% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.15% 94.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 83.74% 92.29%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.10% 96.00%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 80.91% 89.44%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.74% 93.99%

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.
Alstonia macrophylla

Cross-Links

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PubChem 101938432
LOTUS LTS0056806
wikiData Q105206539