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1-O-[(3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2S)-2-[(2R)-butan-2-yl]-2-hydroxybutanedioate

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 e61a5ff8-703c-4700-b706-aba6c6cd2a1a
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2S)-2-[(2R)-butan-2-yl]-2-hydroxybutanedioate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C27H35NO8/c1-5-16(2)27(31,14-22(29)33-4)25(30)36-24-21(32-3)13-26-8-6-9-28(26)10-7-17-11-19-20(35-15-34-19)12-18(17)23(24)26/h11-13,16,23-24,31H,5-10,14-15H2,1-4H3/t16-,23?,24-,26-,27+/m1/s1
InChI Key GGXPHHPIAYMIEM-VXFDPZMUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H35NO8
Molecular Weight 501.60 g/mol
Exact Mass 501.23626707 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 1.50
Atomic LogP (AlogP) 2.69
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 1-O-[(3S,6S)-4-methoxy-16,18-dioxa-10-azapentacyclo[11.7.0.02,6.06,10.015,19]icosa-1(20),4,13,15(19)-tetraen-3-yl] 4-O-methyl (2S)-2-[(2R)-butan-2-yl]-2-hydroxybutanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9864 98.64%
Caco-2 + 0.5201 52.01%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.4802 48.02%
OATP2B1 inhibitior - 0.8547 85.47%
OATP1B1 inhibitior + 0.8487 84.87%
OATP1B3 inhibitior + 0.9283 92.83%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9586 95.86%
P-glycoprotein inhibitior + 0.8406 84.06%
P-glycoprotein substrate + 0.7711 77.11%
CYP3A4 substrate + 0.6656 66.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7342 73.42%
CYP3A4 inhibition + 0.8033 80.33%
CYP2C9 inhibition - 0.9070 90.70%
CYP2C19 inhibition - 0.8836 88.36%
CYP2D6 inhibition - 0.8713 87.13%
CYP1A2 inhibition - 0.9028 90.28%
CYP2C8 inhibition + 0.5742 57.42%
CYP inhibitory promiscuity - 0.9393 93.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Non-required 0.4286 42.86%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.9663 96.63%
Skin irritation - 0.7764 77.64%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.6077 60.77%
Human Ether-a-go-go-Related Gene inhibition - 0.4186 41.86%
Micronuclear + 0.5400 54.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8351 83.51%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8899 88.99%
Acute Oral Toxicity (c) III 0.6071 60.71%
Estrogen receptor binding + 0.8007 80.07%
Androgen receptor binding + 0.7697 76.97%
Thyroid receptor binding + 0.5704 57.04%
Glucocorticoid receptor binding + 0.8381 83.81%
Aromatase binding + 0.5933 59.33%
PPAR gamma - 0.4917 49.17%
Honey bee toxicity - 0.8074 80.74%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9451 94.51%

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 99.12% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.96% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.71% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.71% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.92% 96.77%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 95.07% 92.62%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.51% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.92% 85.14%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 91.29% 96.38%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 90.90% 95.55%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 89.46% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.70% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.30% 90.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.75% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.44% 91.07%
CHEMBL340 P08684 Cytochrome P450 3A4 84.78% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.79% 95.56%
CHEMBL4208 P20618 Proteasome component C5 83.71% 90.00%
CHEMBL5028 O14672 ADAM10 82.83% 97.50%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.66% 89.50%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 81.86% 80.96%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.61% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.23% 97.09%
CHEMBL2535 P11166 Glucose transporter 81.17% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.39% 94.33%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 80.05% 96.25%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163189012
LOTUS LTS0236488
wikiData Q105008367