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1-O-[(2R,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-hydroxy-2-(4-methylpentyl)butanedioate

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 f6c0dc43-3da5-4a33-bc76-7d99a6d9f3ac
Taxonomy Alkaloids and derivatives > Cephalotaxus alkaloids
IUPAC Name 1-O-[(2R,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-hydroxy-2-(4-methylpentyl)butanedioate
SMILES (Canonical) CC(C)CCCC(CC(=O)OC)(C(=O)OC1C2C3=CC4=C(C=C3CCN5C2(CCC5)C=C1OC)OCO4)O
SMILES (Isomeric) CC(C)CCC[C@](CC(=O)OC)(C(=O)O[C@H]1[C@@H]2C3=CC4=C(C=C3CCN5[C@]2(CCC5)C=C1OC)OCO4)O
InChI InChI=1S/C29H39NO8/c1-18(2)7-5-10-29(33,16-24(31)35-4)27(32)38-26-23(34-3)15-28-9-6-11-30(28)12-8-19-13-21-22(37-17-36-21)14-20(19)25(26)28/h13-15,18,25-26,33H,5-12,16-17H2,1-4H3/t25-,26+,28+,29-/m0/s1
InChI Key PWVLSBZKROUYKM-MFACLRLHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H39NO8
Molecular Weight 529.60 g/mol
Exact Mass 529.26756720 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.47
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-O-[(2R,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-hydroxy-2-(4-methylpentyl)butanedioate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9649 96.49%
Caco-2 - 0.5639 56.39%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.5215 52.15%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.8750 87.50%
OATP1B3 inhibitior + 0.9160 91.60%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9483 94.83%
P-glycoprotein inhibitior + 0.8432 84.32%
P-glycoprotein substrate + 0.9041 90.41%
CYP3A4 substrate + 0.6968 69.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7342 73.42%
CYP3A4 inhibition + 0.8134 81.34%
CYP2C9 inhibition - 0.9029 90.29%
CYP2C19 inhibition - 0.8925 89.25%
CYP2D6 inhibition - 0.9033 90.33%
CYP1A2 inhibition - 0.8871 88.71%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9420 94.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8700 87.00%
Carcinogenicity (trinary) Danger 0.4423 44.23%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9426 94.26%
Skin irritation - 0.7764 77.64%
Skin corrosion - 0.9338 93.38%
Ames mutagenesis - 0.6160 61.60%
Human Ether-a-go-go-Related Gene inhibition + 0.6467 64.67%
Micronuclear + 0.5300 53.00%
Hepatotoxicity - 0.6000 60.00%
skin sensitisation - 0.8382 83.82%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.8539 85.39%
Acute Oral Toxicity (c) III 0.6314 63.14%
Estrogen receptor binding + 0.8184 81.84%
Androgen receptor binding + 0.8427 84.27%
Thyroid receptor binding + 0.5891 58.91%
Glucocorticoid receptor binding + 0.8450 84.50%
Aromatase binding + 0.6197 61.97%
PPAR gamma + 0.5369 53.69%
Honey bee toxicity - 0.8021 80.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5756 57.56%
Fish aquatic toxicity + 0.9526 95.26%

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 99.50% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.48% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.42% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.37% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 94.77% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 94.02% 96.77%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.17% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.80% 86.33%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 91.59% 95.55%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.29% 85.14%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 89.03% 96.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.74% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.64% 95.89%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 86.39% 91.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.22% 91.07%
CHEMBL4581 P52732 Kinesin-like protein 1 85.59% 93.18%
CHEMBL237 P41145 Kappa opioid receptor 85.25% 98.10%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 85.25% 90.24%
CHEMBL340 P08684 Cytochrome P450 3A4 85.13% 91.19%
CHEMBL5028 O14672 ADAM10 85.01% 97.50%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.00% 98.75%
CHEMBL2815 P04629 Nerve growth factor receptor Trk-A 83.33% 87.16%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.98% 93.56%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.94% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.78% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.34% 89.00%
CHEMBL2413 P32246 C-C chemokine receptor type 1 81.83% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.40% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.88% 96.47%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.60% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.56% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.32% 99.17%

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.
There are no matching plants.

Cross-Links

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PubChem 162856145
LOTUS LTS0025201
wikiData Q105216023