PlantaeDB Logo
Login Sign-up

(4-chloro-6,6,9a-trimethyl-3-oxo-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-9-yl) 2-acetamido-3-methylbutanoate

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

Top
Internal ID f2a3224f-1c03-4efd-bee3-78d699b6ce52
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (4-chloro-6,6,9a-trimethyl-3-oxo-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-9-yl) 2-acetamido-3-methylbutanoate
SMILES (Canonical) CC(C)C(C(=O)OC1CCC(C2C1(C3=C(C(C2)Cl)C(=O)OC3)C)(C)C)NC(=O)C
SMILES (Isomeric) CC(C)C(C(=O)OC1CCC(C2C1(C3=C(C(C2)Cl)C(=O)OC3)C)(C)C)NC(=O)C
InChI InChI=1S/C22H32ClNO5/c1-11(2)18(24-12(3)25)20(27)29-16-7-8-21(4,5)15-9-14(23)17-13(22(15,16)6)10-28-19(17)26/h11,14-16,18H,7-10H2,1-6H3,(H,24,25)
InChI Key DCQKNTFSXKCQSC-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H32ClNO5
Molecular Weight 425.90 g/mol
Exact Mass 425.1969008 g/mol
Topological Polar Surface Area (TPSA) 81.70 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.37
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (4-chloro-6,6,9a-trimethyl-3-oxo-4,5,5a,7,8,9-hexahydro-1H-benzo[e][2]benzofuran-9-yl) 2-acetamido-3-methylbutanoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9948 99.48%
Caco-2 - 0.5724 57.24%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7009 70.09%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8626 86.26%
OATP1B3 inhibitior + 0.9112 91.12%
MATE1 inhibitior - 0.7472 74.72%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.6208 62.08%
P-glycoprotein inhibitior + 0.6024 60.24%
P-glycoprotein substrate - 0.5686 56.86%
CYP3A4 substrate + 0.7202 72.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8995 89.95%
CYP3A4 inhibition - 0.8177 81.77%
CYP2C9 inhibition - 0.6090 60.90%
CYP2C19 inhibition - 0.5473 54.73%
CYP2D6 inhibition - 0.9027 90.27%
CYP1A2 inhibition - 0.6847 68.47%
CYP2C8 inhibition - 0.6666 66.66%
CYP inhibitory promiscuity + 0.5079 50.79%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8300 83.00%
Carcinogenicity (trinary) Non-required 0.4591 45.91%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9508 95.08%
Skin irritation - 0.7168 71.68%
Skin corrosion - 0.9065 90.65%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7326 73.26%
Micronuclear + 0.5900 59.00%
Hepatotoxicity + 0.5105 51.05%
skin sensitisation - 0.8160 81.60%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.9127 91.27%
Acute Oral Toxicity (c) III 0.6521 65.21%
Estrogen receptor binding + 0.7367 73.67%
Androgen receptor binding + 0.5615 56.15%
Thyroid receptor binding + 0.6647 66.47%
Glucocorticoid receptor binding + 0.7699 76.99%
Aromatase binding + 0.6937 69.37%
PPAR gamma + 0.7462 74.62%
Honey bee toxicity - 0.7299 72.99%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9973 99.73%

Targets

Top

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.98% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.34% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.73% 97.25%
CHEMBL4040 P28482 MAP kinase ERK2 94.16% 83.82%
CHEMBL2581 P07339 Cathepsin D 92.30% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.50% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.33% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 90.25% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.74% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 88.73% 89.50%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.47% 96.09%
CHEMBL4588 P22894 Matrix metalloproteinase 8 87.64% 94.66%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.00% 95.56%
CHEMBL5028 O14672 ADAM10 86.60% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.60% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 85.19% 95.38%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.91% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 83.58% 98.03%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.28% 90.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.15% 93.03%
CHEMBL2996 Q05655 Protein kinase C delta 82.84% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.30% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 81.53% 94.75%
CHEMBL268 P43235 Cathepsin K 81.49% 96.85%
CHEMBL3524 P56524 Histone deacetylase 4 81.48% 92.97%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.18% 91.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.01% 99.23%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.00% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.63% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.34% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.29% 95.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.27% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.11% 93.00%

Plants that contains it

Top
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.
Cota tinctoria

Cross-Links

Top
PubChem 163064236
LOTUS LTS0007879
wikiData Q105160230