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(3R)-3-[(1S)-2-[(1S,4aR,6S,8aR)-6-chloro-5,5,8a-trimethyl-2-methylidene-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione

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 7250e9e2-32a7-4dff-8322-8aa113944792
Taxonomy Organoheterocyclic compounds > Pyrrolidines > Pyrrolidones > Pyrrolidine-2-ones
IUPAC Name (3R)-3-[(1S)-2-[(1S,4aR,6S,8aR)-6-chloro-5,5,8a-trimethyl-2-methylidene-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione
SMILES (Canonical) CC1(C(CCC2(C1C(=O)CC(=C)C2CC(C3CC(=O)NC3=O)O)C)Cl)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1C(=O)CC(=C)[C@@H]2C[C@@H]([C@H]3CC(=O)NC3=O)O)(C)C)Cl
InChI InChI=1S/C20H28ClNO4/c1-10-7-14(24)17-19(2,3)15(21)5-6-20(17,4)12(10)9-13(23)11-8-16(25)22-18(11)26/h11-13,15,17,23H,1,5-9H2,2-4H3,(H,22,25,26)/t11-,12+,13+,15+,17+,20-/m1/s1
InChI Key DHBKZHLIAPOHDP-XWFOUZAQSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C20H28ClNO4
Molecular Weight 381.90 g/mol
Exact Mass 381.1706861 g/mol
Topological Polar Surface Area (TPSA) 83.50 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.60
H-Bond Acceptor 4
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 (3R)-3-[(1S)-2-[(1S,4aR,6S,8aR)-6-chloro-5,5,8a-trimethyl-2-methylidene-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9921 99.21%
Caco-2 - 0.7192 71.92%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6836 68.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.9114 91.14%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.5178 51.78%
BSEP inhibitior - 0.5055 50.55%
P-glycoprotein inhibitior - 0.7049 70.49%
P-glycoprotein substrate - 0.5514 55.14%
CYP3A4 substrate + 0.6602 66.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8345 83.45%
CYP3A4 inhibition - 0.7840 78.40%
CYP2C9 inhibition - 0.6857 68.57%
CYP2C19 inhibition - 0.6253 62.53%
CYP2D6 inhibition - 0.8954 89.54%
CYP1A2 inhibition - 0.7685 76.85%
CYP2C8 inhibition - 0.7115 71.15%
CYP inhibitory promiscuity + 0.6228 62.28%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.4771 47.71%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9642 96.42%
Skin irritation - 0.7042 70.42%
Skin corrosion - 0.9060 90.60%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4058 40.58%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.5075 50.75%
skin sensitisation - 0.8314 83.14%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.5893 58.93%
Acute Oral Toxicity (c) III 0.5164 51.64%
Estrogen receptor binding + 0.7200 72.00%
Androgen receptor binding + 0.6950 69.50%
Thyroid receptor binding + 0.7397 73.97%
Glucocorticoid receptor binding + 0.8288 82.88%
Aromatase binding + 0.6870 68.70%
PPAR gamma + 0.5672 56.72%
Honey bee toxicity - 0.6584 65.84%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9904 99.04%

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 98.02% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.57% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.45% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.56% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.07% 85.14%
CHEMBL299 P17252 Protein kinase C alpha 90.65% 98.03%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.07% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.73% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.34% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.77% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.69% 100.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.57% 90.17%
CHEMBL238 Q01959 Dopamine transporter 83.31% 95.88%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.90% 89.34%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.87% 90.08%
CHEMBL3045 P05771 Protein kinase C beta 82.86% 97.63%
CHEMBL1937 Q92769 Histone deacetylase 2 81.93% 94.75%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.69% 82.69%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.68% 93.03%
CHEMBL4588 P22894 Matrix metalloproteinase 8 80.48% 94.66%
CHEMBL228 P31645 Serotonin transporter 80.36% 95.51%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.36% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.24% 97.50%

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 21585559
LOTUS LTS0084182
wikiData Q104979740