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2-[(1S,2S,3R)-2-[(2R)-8-bromo-2,7-dimethyl-4-oxo-2,3-dihydro-1,3-benzoxazin-5-yl]-1-methyl-3-propan-2-ylcyclopentyl]acetic acid

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 a4153116-30ab-4f21-be2a-10f47ae82fa5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name 2-[(1S,2S,3R)-2-[(2R)-8-bromo-2,7-dimethyl-4-oxo-2,3-dihydro-1,3-benzoxazin-5-yl]-1-methyl-3-propan-2-ylcyclopentyl]acetic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C21H28BrNO4/c1-10(2)13-6-7-21(5,9-15(24)25)17(13)14-8-11(3)18(22)19-16(14)20(26)23-12(4)27-19/h8,10,12-13,17H,6-7,9H2,1-5H3,(H,23,26)(H,24,25)/t12-,13-,17-,21+/m1/s1
InChI Key VXOZBGHKRBOOAB-APVNGSAXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C21H28BrNO4
Molecular Weight 438.40 g/mol
Exact Mass 437.12017 g/mol
Topological Polar Surface Area (TPSA) 75.60 Ų
XlogP 5.20
Atomic LogP (AlogP) 4.86
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 2-[(1S,2S,3R)-2-[(2R)-8-bromo-2,7-dimethyl-4-oxo-2,3-dihydro-1,3-benzoxazin-5-yl]-1-methyl-3-propan-2-ylcyclopentyl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9713 97.13%
Caco-2 + 0.5447 54.47%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.5918 59.18%
OATP2B1 inhibitior - 0.8586 85.86%
OATP1B1 inhibitior + 0.8380 83.80%
OATP1B3 inhibitior + 0.9191 91.91%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7072 70.72%
BSEP inhibitior - 0.6784 67.84%
P-glycoprotein inhibitior - 0.7404 74.04%
P-glycoprotein substrate - 0.5797 57.97%
CYP3A4 substrate + 0.6232 62.32%
CYP2C9 substrate - 0.6034 60.34%
CYP2D6 substrate - 0.8905 89.05%
CYP3A4 inhibition - 0.7572 75.72%
CYP2C9 inhibition - 0.6918 69.18%
CYP2C19 inhibition - 0.6664 66.64%
CYP2D6 inhibition - 0.9134 91.34%
CYP1A2 inhibition - 0.7316 73.16%
CYP2C8 inhibition - 0.5910 59.10%
CYP inhibitory promiscuity - 0.6010 60.10%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.7748 77.48%
Carcinogenicity (trinary) Danger 0.4423 44.23%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9184 91.84%
Skin irritation - 0.7723 77.23%
Skin corrosion - 0.9230 92.30%
Ames mutagenesis - 0.7223 72.23%
Human Ether-a-go-go-Related Gene inhibition - 0.5160 51.60%
Micronuclear + 0.6400 64.00%
Hepatotoxicity + 0.6691 66.91%
skin sensitisation - 0.8459 84.59%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.9452 94.52%
Acute Oral Toxicity (c) III 0.5250 52.50%
Estrogen receptor binding - 0.5219 52.19%
Androgen receptor binding + 0.7950 79.50%
Thyroid receptor binding + 0.5329 53.29%
Glucocorticoid receptor binding + 0.7767 77.67%
Aromatase binding - 0.6270 62.70%
PPAR gamma + 0.6447 64.47%
Honey bee toxicity - 0.8888 88.88%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9890 98.90%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.40% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.21% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.97% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.89% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 92.73% 96.38%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 91.65% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.77% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.66% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.60% 93.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.42% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.96% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.48% 96.47%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.08% 91.07%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.63% 99.15%
CHEMBL1937 Q92769 Histone deacetylase 2 85.50% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.38% 93.03%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.20% 95.56%
CHEMBL1871 P10275 Androgen Receptor 84.80% 96.43%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.60% 93.40%
CHEMBL4581 P52732 Kinesin-like protein 1 83.57% 93.18%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.15% 90.24%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.99% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.74% 95.89%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.09% 80.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.97% 100.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.32% 90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 10478273
LOTUS LTS0200178
wikiData Q105298640