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(5Z)-5-[(2R)-2-[(3R,5S,9R,10S,13R,14R,17R)-3-amino-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]propylidene]-4-propan-2-ylpyrrol-2-one

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 2cc41a3c-f65a-4a16-a25e-608c8bd74f01
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5Z)-5-[(2R)-2-[(3R,5S,9R,10S,13R,14R,17R)-3-amino-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]propylidene]-4-propan-2-ylpyrrol-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C29H44N2O/c1-17(2)22-16-27(32)31-26(22)14-18(3)23-8-9-24-21-7-6-19-15-20(30)10-12-28(19,4)25(21)11-13-29(23,24)5/h7,14,16-20,23-25H,6,8-13,15,30H2,1-5H3,(H,31,32)/b26-14-/t18-,19-,20+,23+,24-,25-,28-,29+/m0/s1
InChI Key CWLJITAGIPFLJD-CBMLNUROSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H44N2O
Molecular Weight 436.70 g/mol
Exact Mass 436.345364031 g/mol
Topological Polar Surface Area (TPSA) 55.10 Ų
XlogP 5.50
Atomic LogP (AlogP) 6.12
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5Z)-5-[(2R)-2-[(3R,5S,9R,10S,13R,14R,17R)-3-amino-10,13-dimethyl-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]propylidene]-4-propan-2-ylpyrrol-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 - 0.6656 66.56%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Lysosomes 0.3605 36.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8832 88.32%
OATP1B3 inhibitior + 0.9424 94.24%
MATE1 inhibitior - 0.7200 72.00%
OCT2 inhibitior + 0.5750 57.50%
BSEP inhibitior + 0.9461 94.61%
P-glycoprotein inhibitior + 0.6591 65.91%
P-glycoprotein substrate + 0.5647 56.47%
CYP3A4 substrate + 0.6652 66.52%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8563 85.63%
CYP3A4 inhibition - 0.7488 74.88%
CYP2C9 inhibition + 0.6381 63.81%
CYP2C19 inhibition + 0.5912 59.12%
CYP2D6 inhibition - 0.8650 86.50%
CYP1A2 inhibition - 0.7690 76.90%
CYP2C8 inhibition - 0.7753 77.53%
CYP inhibitory promiscuity + 0.7468 74.68%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4694 46.94%
Eye corrosion - 0.9756 97.56%
Eye irritation - 0.9804 98.04%
Skin irritation - 0.7423 74.23%
Skin corrosion - 0.8939 89.39%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7814 78.14%
Micronuclear - 0.5900 59.00%
Hepatotoxicity + 0.6717 67.17%
skin sensitisation - 0.8026 80.26%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7243 72.43%
Acute Oral Toxicity (c) III 0.5468 54.68%
Estrogen receptor binding + 0.8934 89.34%
Androgen receptor binding + 0.6173 61.73%
Thyroid receptor binding + 0.7683 76.83%
Glucocorticoid receptor binding + 0.8399 83.99%
Aromatase binding + 0.6707 67.07%
PPAR gamma + 0.7572 75.72%
Honey bee toxicity - 0.7420 74.20%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9801 98.01%

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 99.16% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 96.96% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.78% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.69% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.48% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 94.95% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.56% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.18% 95.56%
CHEMBL3837 P07711 Cathepsin L 92.10% 96.61%
CHEMBL284 P27487 Dipeptidyl peptidase IV 90.81% 95.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.77% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.71% 90.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 89.06% 91.03%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.96% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 88.01% 85.31%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.15% 96.21%
CHEMBL221 P23219 Cyclooxygenase-1 85.43% 90.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.93% 89.34%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.73% 95.71%
CHEMBL226 P30542 Adenosine A1 receptor 83.84% 95.93%
CHEMBL2581 P07339 Cathepsin D 83.42% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.40% 89.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.24% 96.47%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.40% 93.99%

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 12049600
LOTUS LTS0255212
wikiData Q104971346