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(E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,6,7,8,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide

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 65380f1e-acc1-493e-b98a-46e8d85cbbb2
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Azasteroids and derivatives
IUPAC Name (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,6,7,8,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H44N2O/c1-8-18(2)26(31)29-21-13-15-27(4)20(17-21)9-10-22-24-12-11-23(19(3)30(6)7)28(24,5)16-14-25(22)27/h8,12,17,19,21-23,25H,9-11,13-16H2,1-7H3,(H,29,31)/b18-8+/t19-,21-,22-,23+,25-,27-,28+/m0/s1
InChI Key WKBYYEDQGZSMCP-CNLUTGEBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C28H44N2O
Molecular Weight 424.70 g/mol
Exact Mass 424.345364031 g/mol
Topological Polar Surface Area (TPSA) 32.30 Ų
XlogP 5.60
Atomic LogP (AlogP) 5.89
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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BDBM50421630

2D Structure

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2D Structure of (E)-N-[(3S,8R,9S,10R,13R,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,6,7,8,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9927 99.27%
Caco-2 - 0.6255 62.55%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.4093 40.93%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8696 86.96%
OATP1B3 inhibitior + 0.9363 93.63%
MATE1 inhibitior - 0.6881 68.81%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9529 95.29%
P-glycoprotein inhibitior + 0.7691 76.91%
P-glycoprotein substrate - 0.5324 53.24%
CYP3A4 substrate + 0.7012 70.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7975 79.75%
CYP3A4 inhibition - 0.7035 70.35%
CYP2C9 inhibition - 0.5463 54.63%
CYP2C19 inhibition - 0.6239 62.39%
CYP2D6 inhibition - 0.8423 84.23%
CYP1A2 inhibition - 0.7590 75.90%
CYP2C8 inhibition - 0.5769 57.69%
CYP inhibitory promiscuity + 0.5504 55.04%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8800 88.00%
Carcinogenicity (trinary) Non-required 0.6202 62.02%
Eye corrosion - 0.9797 97.97%
Eye irritation - 0.9777 97.77%
Skin irritation - 0.7231 72.31%
Skin corrosion - 0.8200 82.00%
Ames mutagenesis - 0.6244 62.44%
Human Ether-a-go-go-Related Gene inhibition + 0.8834 88.34%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5378 53.78%
skin sensitisation - 0.8027 80.27%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity - 0.8271 82.71%
Acute Oral Toxicity (c) III 0.5649 56.49%
Estrogen receptor binding + 0.8536 85.36%
Androgen receptor binding + 0.7600 76.00%
Thyroid receptor binding + 0.6698 66.98%
Glucocorticoid receptor binding + 0.7941 79.41%
Aromatase binding + 0.7103 71.03%
PPAR gamma + 0.5881 58.81%
Honey bee toxicity - 0.8349 83.49%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9886 98.86%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL220 P22303 Acetylcholinesterase 7762.47 nM
 IC50
 PMID: 20055477

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.98% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.97% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.47% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.30% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.01% 100.00%
CHEMBL1871 P10275 Androgen Receptor 88.83% 96.43%
CHEMBL4208 P20618 Proteasome component C5 88.16% 90.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.65% 90.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.63% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.54% 91.19%
CHEMBL226 P30542 Adenosine A1 receptor 87.39% 95.93%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.95% 98.75%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.44% 100.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.36% 91.03%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.32% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.81% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.72% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.56% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.41% 92.62%
CHEMBL3492 P49721 Proteasome Macropain subunit 81.86% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.67% 97.09%
CHEMBL5028 O14672 ADAM10 81.59% 97.50%
CHEMBL5261 Q7L7X3 Serine/threonine-protein kinase TAO1 80.69% 89.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.53% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.47% 89.34%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 80.13% 97.47%

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.
Sarcococca saligna

Cross-Links

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PubChem 11373632
NPASS NPC166458
ChEMBL CHEMBL136251
LOTUS LTS0017558
wikiData Q105307189