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4-(17-Acetyl-6-methoxy-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-7-yl)-3-[13-(hydroxymethyl)-3,16-dimethyl-3,16-diazatetracyclo[10.3.1.02,10.04,9]hexadeca-2(10),4,6,8-tetraen-14-yl]butan-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 08acfc66-87aa-468a-953a-6c11edef590d
Taxonomy Alkaloids and derivatives > Macroline alkaloids
IUPAC Name 4-(17-acetyl-6-methoxy-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-7-yl)-3-[13-(hydroxymethyl)-3,16-dimethyl-3,16-diazatetracyclo[10.3.1.02,10.04,9]hexadeca-2(10),4,6,8-tetraen-14-yl]butan-2-one
SMILES (Canonical) CC(=O)C1=COCC2C1CC3C4=C(CC2N3C)C5=C(N4C)C=C(C(=C5)CC(C6CC7C8=C(CC(C6CO)N7C)C9=CC=CC=C9N8C)C(=O)C)OC
SMILES (Isomeric) CC(=O)C1=COCC2C1CC3C4=C(CC2N3C)C5=C(N4C)C=C(C(=C5)CC(C6CC7C8=C(CC(C6CO)N7C)C9=CC=CC=C9N8C)C(=O)C)OC
InChI InChI=1S/C43H52N4O5/c1-22(49)26(27-14-39-42-30(16-36(44(39)3)32(27)19-48)25-10-8-9-11-35(25)46(42)5)12-24-13-29-31-17-37-34-21-52-20-33(23(2)50)28(34)15-40(45(37)4)43(31)47(6)38(29)18-41(24)51-7/h8-11,13,18,20,26-28,32,34,36-37,39-40,48H,12,14-17,19,21H2,1-7H3
InChI Key IVWWZRUIGFCZGZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C43H52N4O5
Molecular Weight 704.90 g/mol
Exact Mass 704.39377077 g/mol
Topological Polar Surface Area (TPSA) 89.20 Ų
XlogP 3.80
Atomic LogP (AlogP) 5.69
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 4-(17-Acetyl-6-methoxy-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-7-yl)-3-[13-(hydroxymethyl)-3,16-dimethyl-3,16-diazatetracyclo[10.3.1.02,10.04,9]hexadeca-2(10),4,6,8-tetraen-14-yl]butan-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 + 0.9490 94.90%
Caco-2 - 0.7997 79.97%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5289 52.89%
OATP2B1 inhibitior + 0.7200 72.00%
OATP1B1 inhibitior + 0.8509 85.09%
OATP1B3 inhibitior + 0.9234 92.34%
MATE1 inhibitior - 0.7033 70.33%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9755 97.55%
P-glycoprotein inhibitior + 0.8129 81.29%
P-glycoprotein substrate + 0.8152 81.52%
CYP3A4 substrate + 0.7312 73.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.6969 69.69%
CYP3A4 inhibition + 0.5937 59.37%
CYP2C9 inhibition - 0.7977 79.77%
CYP2C19 inhibition - 0.7307 73.07%
CYP2D6 inhibition - 0.8300 83.00%
CYP1A2 inhibition - 0.6720 67.20%
CYP2C8 inhibition + 0.7489 74.89%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5493 54.93%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9231 92.31%
Skin irritation - 0.8022 80.22%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7026 70.26%
Micronuclear + 0.6700 67.00%
Hepatotoxicity - 0.5540 55.40%
skin sensitisation - 0.8727 87.27%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.6584 65.84%
Acute Oral Toxicity (c) III 0.6599 65.99%
Estrogen receptor binding + 0.8404 84.04%
Androgen receptor binding + 0.7660 76.60%
Thyroid receptor binding + 0.5975 59.75%
Glucocorticoid receptor binding + 0.7971 79.71%
Aromatase binding + 0.6535 65.35%
PPAR gamma + 0.7585 75.85%
Honey bee toxicity - 0.6552 65.52%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5455 54.55%
Fish aquatic toxicity + 0.9654 96.54%

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 98.80% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.88% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.26% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.21% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.96% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.86% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.29% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.63% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.05% 86.33%
CHEMBL2535 P11166 Glucose transporter 89.76% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.63% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 87.66% 91.19%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.98% 96.95%
CHEMBL255 P29275 Adenosine A2b receptor 85.51% 98.59%
CHEMBL1899 P46098 Serotonin 3a (5-HT3a) receptor 85.04% 100.00%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.36% 97.21%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.35% 89.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.05% 96.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.50% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.50% 93.99%
CHEMBL1951 P21397 Monoamine oxidase A 81.30% 91.49%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.32% 95.89%
CHEMBL5028 O14672 ADAM10 80.10% 97.50%

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 73091200
LOTUS LTS0268690
wikiData Q105121360