methyl (8R,13E,14S,16S,17S,18S)-13-ethylidene-17-[(E)-2-[(1S,12S,13R,18R)-7-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-17-yl]ethenyl]-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6-triene-18-carboxylate

Details

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Internal ID c94c7d76-885c-4c96-9231-bacaa3f67897
Taxonomy Alkaloids and derivatives > Pleiocarpaman alkaloids
IUPAC Name methyl (8R,13E,14S,16S,17S,18S)-13-ethylidene-17-[(E)-2-[(1S,12S,13R,18R)-7-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-17-yl]ethenyl]-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6-triene-18-carboxylate
SMILES (Canonical) CC=C1CN2CCC3C4=CC=CC=C4N5C3(C2CC1C5C(=O)OC)C=CC6=COCC7C6CC8C9=C(CC7N8C)C1=C(N9C)C=CC(=C1)OC
SMILES (Isomeric) C/C=C\1/CN2CC[C@@H]3C4=CC=CC=C4N5[C@@]3([C@@H]2C[C@@H]1[C@H]5C(=O)OC)/C=C/C6=COC[C@@H]7[C@H]6C[C@H]8C9=C(C[C@@H]7N8C)C1=C(N9C)C=CC(=C1)OC
InChI InChI=1S/C42H48N4O4/c1-6-24-21-45-16-14-33-27-9-7-8-10-35(27)46-40(41(47)49-5)29(24)20-38(45)42(33,46)15-13-25-22-50-23-32-28(25)18-37-39-31(19-36(32)43(37)2)30-17-26(48-4)11-12-34(30)44(39)3/h6-13,15,17,22,28-29,32-33,36-38,40H,14,16,18-21,23H2,1-5H3/b15-13+,24-6-/t28-,29-,32+,33+,36-,37-,38-,40-,42-/m0/s1
InChI Key SGCISICQYKOSHH-GIPRHVINSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H48N4O4
Molecular Weight 672.90 g/mol
Exact Mass 672.36755603 g/mol
Topological Polar Surface Area (TPSA) 59.40 Ų
XlogP 4.90
Atomic LogP (AlogP) 6.13
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (8R,13E,14S,16S,17S,18S)-13-ethylidene-17-[(E)-2-[(1S,12S,13R,18R)-7-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-17-yl]ethenyl]-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6-triene-18-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9467 94.67%
Caco-2 - 0.7749 77.49%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.4662 46.62%
OATP2B1 inhibitior - 0.5612 56.12%
OATP1B1 inhibitior + 0.8129 81.29%
OATP1B3 inhibitior + 0.9312 93.12%
MATE1 inhibitior - 0.7618 76.18%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9967 99.67%
P-glycoprotein inhibitior + 0.8960 89.60%
P-glycoprotein substrate + 0.8521 85.21%
CYP3A4 substrate + 0.7601 76.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7484 74.84%
CYP3A4 inhibition + 0.5207 52.07%
CYP2C9 inhibition - 0.8270 82.70%
CYP2C19 inhibition - 0.7872 78.72%
CYP2D6 inhibition - 0.6360 63.60%
CYP1A2 inhibition - 0.6082 60.82%
CYP2C8 inhibition + 0.8401 84.01%
CYP inhibitory promiscuity + 0.6359 63.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5805 58.05%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9352 93.52%
Skin irritation - 0.7922 79.22%
Skin corrosion - 0.9445 94.45%
Ames mutagenesis - 0.6024 60.24%
Human Ether-a-go-go-Related Gene inhibition + 0.8475 84.75%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.5181 51.81%
skin sensitisation - 0.8578 85.78%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7029 70.29%
Acute Oral Toxicity (c) III 0.6851 68.51%
Estrogen receptor binding + 0.8423 84.23%
Androgen receptor binding + 0.7696 76.96%
Thyroid receptor binding + 0.5981 59.81%
Glucocorticoid receptor binding + 0.7981 79.81%
Aromatase binding + 0.5954 59.54%
PPAR gamma + 0.7775 77.75%
Honey bee toxicity - 0.6682 66.82%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9670 96.70%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 98.09% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.99% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.74% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.18% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.57% 98.95%
CHEMBL240 Q12809 HERG 94.51% 89.76%
CHEMBL2535 P11166 Glucose transporter 92.78% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.41% 89.00%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 90.72% 80.96%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 88.88% 92.67%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 88.60% 91.65%
CHEMBL340 P08684 Cytochrome P450 3A4 87.62% 91.19%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.47% 97.14%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 87.14% 94.08%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.08% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL217 P14416 Dopamine D2 receptor 86.20% 95.62%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.14% 95.17%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.06% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.90% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 85.85% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.56% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.44% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.35% 94.45%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 83.93% 93.65%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.12% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.95% 95.89%
CHEMBL3438 Q05513 Protein kinase C zeta 82.71% 88.48%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.48% 86.33%
CHEMBL5028 O14672 ADAM10 81.67% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.18% 82.69%

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 angustifolia

Cross-Links

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PubChem 163189249
LOTUS LTS0238996
wikiData Q105252228