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N-[(1S)-1-[(1R,3S,6S,8R,11R,12S,15S,16R)-6-(dimethylamino)-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadecanyl]ethyl]acetamide

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 a3b7fffe-cfe5-4c52-ba5e-b73e5e4aa9b4
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal alkaloids > Buxus alkaloids
IUPAC Name N-[(1S)-1-[(1R,3S,6S,8R,11R,12S,15S,16R)-6-(dimethylamino)-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadecanyl]ethyl]acetamide
SMILES (Canonical) CC(C1CCC2(C1(CCC3C2CCC4C(C3)CCC(C4(C)C)N(C)C)C)C)NC(=O)C
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@H](C3)CC[C@@H](C4(C)C)N(C)C)C)C)NC(=O)C
InChI InChI=1S/C28H50N2O/c1-18(29-19(2)31)22-14-16-28(6)24-11-10-23-20(17-21(24)13-15-27(22,28)5)9-12-25(30(7)8)26(23,3)4/h18,20-25H,9-17H2,1-8H3,(H,29,31)/t18-,20-,21+,22+,23+,24+,25-,27+,28-/m0/s1
InChI Key JGQGBSJUXKFRNJ-PHDURYDFSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H50N2O
Molecular Weight 430.70 g/mol
Exact Mass 430.392314223 g/mol
Topological Polar Surface Area (TPSA) 32.30 Ų
XlogP 7.30
Atomic LogP (AlogP) 6.13
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of N-[(1S)-1-[(1R,3S,6S,8R,11R,12S,15S,16R)-6-(dimethylamino)-7,7,12,16-tetramethyl-15-tetracyclo[9.7.0.03,8.012,16]octadecanyl]ethyl]acetamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9800 98.00%
Caco-2 - 0.6547 65.47%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Lysosomes 0.5201 52.01%
OATP2B1 inhibitior - 0.7118 71.18%
OATP1B1 inhibitior + 0.8791 87.91%
OATP1B3 inhibitior + 0.9420 94.20%
MATE1 inhibitior - 0.8026 80.26%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior - 0.4669 46.69%
P-glycoprotein inhibitior - 0.5922 59.22%
P-glycoprotein substrate + 0.5560 55.60%
CYP3A4 substrate + 0.7063 70.63%
CYP2C9 substrate - 0.6198 61.98%
CYP2D6 substrate + 0.3564 35.64%
CYP3A4 inhibition - 0.6197 61.97%
CYP2C9 inhibition - 0.6990 69.90%
CYP2C19 inhibition - 0.6973 69.73%
CYP2D6 inhibition - 0.8361 83.61%
CYP1A2 inhibition - 0.8619 86.19%
CYP2C8 inhibition - 0.8285 82.85%
CYP inhibitory promiscuity - 0.6296 62.96%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6707 67.07%
Eye corrosion - 0.9766 97.66%
Eye irritation - 0.9443 94.43%
Skin irritation - 0.7208 72.08%
Skin corrosion - 0.7633 76.33%
Ames mutagenesis - 0.5965 59.65%
Human Ether-a-go-go-Related Gene inhibition - 0.5224 52.24%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5015 50.15%
skin sensitisation - 0.8525 85.25%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5274 52.74%
Acute Oral Toxicity (c) III 0.6892 68.92%
Estrogen receptor binding + 0.8298 82.98%
Androgen receptor binding + 0.7407 74.07%
Thyroid receptor binding + 0.6619 66.19%
Glucocorticoid receptor binding + 0.7051 70.51%
Aromatase binding + 0.7132 71.32%
PPAR gamma + 0.5972 59.72%
Honey bee toxicity - 0.6897 68.97%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9716 97.16%

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 98.19% 96.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.74% 91.19%
CHEMBL221 P23219 Cyclooxygenase-1 90.39% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 90.15% 85.31%
CHEMBL1914 P06276 Butyrylcholinesterase 89.95% 95.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.72% 93.04%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 89.47% 95.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.20% 85.14%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.82% 85.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.67% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 85.87% 91.11%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.26% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 84.24% 97.86%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 83.92% 98.75%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.90% 96.47%
CHEMBL259 P32245 Melanocortin receptor 4 83.87% 95.38%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.86% 97.50%
CHEMBL5028 O14672 ADAM10 83.61% 97.50%
CHEMBL2007625 O75874 Isocitrate dehydrogenase [NADP] cytoplasmic 83.54% 99.00%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.18% 98.05%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.12% 94.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.64% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.60% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.35% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.05% 97.79%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.91% 91.03%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.73% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.67% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.55% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.08% 93.56%

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.
Buxus rugulosa

Cross-Links

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PubChem 163194270
LOTUS LTS0030213
wikiData Q105127611