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(E)-N-[(5R,8R,9S,10R,13S,14S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-4-oxo-1,5,6,7,8,9,11,12,14,15-decahydrocyclopenta[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 25975019-c288-4b58-a5cc-879af9135997
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
IUPAC Name (E)-N-[(5R,8R,9S,10R,13S,14S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-4-oxo-1,5,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
SMILES (Canonical) CC=C(C)C(=O)NC1=CCC2(C3CCC4(C(C3CCC2C1=O)CC=C4C(C)NC)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)NC1=CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC[C@H]2C1=O)CC=C4[C@H](C)NC)C)C
InChI InChI=1S/C27H40N2O2/c1-7-16(2)25(31)29-23-13-15-27(5)21-12-14-26(4)19(17(3)28-6)10-11-20(26)18(21)8-9-22(27)24(23)30/h7,10,13,17-18,20-22,28H,8-9,11-12,14-15H2,1-6H3,(H,29,31)/b16-7+/t17-,18-,20-,21-,22-,26+,27+/m0/s1
InChI Key HLFDVQQWQVJZDT-JGIOUYEESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H40N2O2
Molecular Weight 424.60 g/mol
Exact Mass 424.308978523 g/mol
Topological Polar Surface Area (TPSA) 58.20 Ų
XlogP 4.90
Atomic LogP (AlogP) 4.93
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (E)-N-[(5R,8R,9S,10R,13S,14S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-4-oxo-1,5,6,7,8,9,11,12,14,15-decahydrocyclopenta[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 + 0.9891 98.91%
Caco-2 - 0.6284 62.84%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.5732 57.32%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8474 84.74%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.6672 66.72%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior + 0.9745 97.45%
P-glycoprotein inhibitior + 0.7862 78.62%
P-glycoprotein substrate - 0.5420 54.20%
CYP3A4 substrate + 0.6779 67.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8429 84.29%
CYP3A4 inhibition - 0.6644 66.44%
CYP2C9 inhibition + 0.6429 64.29%
CYP2C19 inhibition + 0.5992 59.92%
CYP2D6 inhibition - 0.8871 88.71%
CYP1A2 inhibition - 0.7700 77.00%
CYP2C8 inhibition - 0.6721 67.21%
CYP inhibitory promiscuity + 0.7386 73.86%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9220 92.20%
Carcinogenicity (trinary) Non-required 0.4728 47.28%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9821 98.21%
Skin irritation - 0.7386 73.86%
Skin corrosion - 0.9314 93.14%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8468 84.68%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8176 81.76%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8572 85.72%
Acute Oral Toxicity (c) III 0.5144 51.44%
Estrogen receptor binding + 0.8266 82.66%
Androgen receptor binding + 0.7476 74.76%
Thyroid receptor binding + 0.7200 72.00%
Glucocorticoid receptor binding + 0.7717 77.17%
Aromatase binding + 0.7834 78.34%
PPAR gamma + 0.5422 54.22%
Honey bee toxicity - 0.7799 77.99%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9797 97.97%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.43% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.53% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.83% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.28% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.58% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.96% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.85% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.73% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.56% 90.71%
CHEMBL340 P08684 Cytochrome P450 3A4 87.53% 91.19%
CHEMBL1871 P10275 Androgen Receptor 87.46% 96.43%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.42% 91.07%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 86.65% 89.34%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 86.26% 92.88%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.86% 91.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.23% 94.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.77% 95.71%
CHEMBL221 P23219 Cyclooxygenase-1 84.04% 90.17%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.56% 93.04%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.46% 91.24%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.09% 97.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.50% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.47% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.34% 93.03%

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 hookeriana

Cross-Links

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PubChem 162988786
LOTUS LTS0251600
wikiData Q104888499