methyl (1R,2R,3R,5R,6S,10S,16R,17R)-2-(hydroxymethyl)-6-methyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylate

Details

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Internal ID 7322dbd4-f3a2-4e0e-baf1-bcd50b26cf40
Taxonomy Alkaloids and derivatives > Yuzurimine-type alkaloids
IUPAC Name methyl (1R,2R,3R,5R,6S,10S,16R,17R)-2-(hydroxymethyl)-6-methyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylate
SMILES (Canonical) CC1CN2CC3CCC4=C5C(CC4)C(CC56C3(C2CC1C6=O)CO)C(=O)OC
SMILES (Isomeric) C[C@@H]1CN2C[C@H]3CCC4=C5[C@H](CC4)[C@@H](C[C@]56[C@]3([C@H]2C[C@H]1C6=O)CO)C(=O)OC
InChI InChI=1S/C23H31NO4/c1-12-9-24-10-14-5-3-13-4-6-15-17(21(27)28-2)8-22(19(13)15)20(26)16(12)7-18(24)23(14,22)11-25/h12,14-18,25H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,22+,23-/m1/s1
InChI Key QAAMXNMTLIEKTC-WSIFCVRISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H31NO4
Molecular Weight 385.50 g/mol
Exact Mass 385.22530847 g/mol
Topological Polar Surface Area (TPSA) 66.80 Ų
XlogP 1.00
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (1R,2R,3R,5R,6S,10S,16R,17R)-2-(hydroxymethyl)-6-methyl-20-oxo-8-azahexacyclo[11.5.1.11,5.02,10.03,8.016,19]icos-13(19)-ene-17-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8677 86.77%
Caco-2 + 0.7474 74.74%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6496 64.96%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8981 89.81%
OATP1B3 inhibitior + 0.9425 94.25%
MATE1 inhibitior - 0.8446 84.46%
OCT2 inhibitior - 0.5021 50.21%
BSEP inhibitior + 0.7678 76.78%
P-glycoprotein inhibitior - 0.8054 80.54%
P-glycoprotein substrate - 0.5308 53.08%
CYP3A4 substrate + 0.6889 68.89%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7500 75.00%
CYP3A4 inhibition - 0.8776 87.76%
CYP2C9 inhibition - 0.8754 87.54%
CYP2C19 inhibition - 0.9114 91.14%
CYP2D6 inhibition - 0.8086 80.86%
CYP1A2 inhibition - 0.8308 83.08%
CYP2C8 inhibition + 0.4533 45.33%
CYP inhibitory promiscuity - 0.8846 88.46%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5179 51.79%
Eye corrosion - 0.9861 98.61%
Eye irritation - 0.9445 94.45%
Skin irritation - 0.7303 73.03%
Skin corrosion - 0.9179 91.79%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4901 49.01%
Micronuclear + 0.5200 52.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8433 84.33%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.4589 45.89%
Acute Oral Toxicity (c) III 0.6768 67.68%
Estrogen receptor binding + 0.7750 77.50%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding - 0.5211 52.11%
Glucocorticoid receptor binding + 0.8056 80.56%
Aromatase binding + 0.5335 53.35%
PPAR gamma - 0.6010 60.10%
Honey bee toxicity - 0.7683 76.83%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8854 88.54%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.69% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.27% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.18% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.94% 97.09%
CHEMBL4072 P07858 Cathepsin B 89.85% 93.67%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.78% 94.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.78% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.29% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 86.67% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.81% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 85.34% 92.50%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.72% 95.71%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.21% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.38% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.56% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.58% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.38% 97.14%

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.
Daphniphyllum glaucescens
Daphniphyllum himalayense

Cross-Links

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PubChem 162932529
LOTUS LTS0170989
wikiData Q105217298