(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide

Details

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Internal ID 16f98169-d642-46d1-a600-9b54f7fbee95
Taxonomy Organoheterocyclic compounds > Azolines > Isoxazolines
IUPAC Name (5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
SMILES (Canonical) COC1=C(C(C2(CC(=NO2)C(=O)N)C=C1Br)O)Br
SMILES (Isomeric) COC1=C([C@@H]([C@]2(CC(=NO2)C(=O)N)C=C1Br)O)Br
InChI InChI=1S/C10H10Br2N2O4/c1-17-7-4(11)2-10(8(15)6(7)12)3-5(9(13)16)14-18-10/h2,8,15H,3H2,1H3,(H2,13,16)/t8-,10+/m0/s1
InChI Key KQYZOOUJAWUDAP-WCBMZHEXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C10H10Br2N2O4
Molecular Weight 382.01 g/mol
Exact Mass 381.89868 g/mol
Topological Polar Surface Area (TPSA) 94.10 Ų
XlogP -0.20
Atomic LogP (AlogP) 0.89
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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BDBM50599314

2D Structure

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2D Structure of (5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9765 97.65%
Caco-2 - 0.7026 70.26%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.4075 40.75%
OATP2B1 inhibitior - 0.8601 86.01%
OATP1B1 inhibitior + 0.9497 94.97%
OATP1B3 inhibitior + 0.9405 94.05%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8592 85.92%
P-glycoprotein inhibitior - 0.9689 96.89%
P-glycoprotein substrate - 0.7977 79.77%
CYP3A4 substrate + 0.5741 57.41%
CYP2C9 substrate - 0.7968 79.68%
CYP2D6 substrate - 0.8207 82.07%
CYP3A4 inhibition - 0.8357 83.57%
CYP2C9 inhibition - 0.7865 78.65%
CYP2C19 inhibition - 0.6542 65.42%
CYP2D6 inhibition - 0.8722 87.22%
CYP1A2 inhibition - 0.5997 59.97%
CYP2C8 inhibition - 0.7319 73.19%
CYP inhibitory promiscuity - 0.5979 59.79%
UGT catelyzed + 0.6159 61.59%
Carcinogenicity (binary) - 0.7532 75.32%
Carcinogenicity (trinary) Non-required 0.4695 46.95%
Eye corrosion - 0.9781 97.81%
Eye irritation + 0.7679 76.79%
Skin irritation - 0.7592 75.92%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6542 65.42%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.8171 81.71%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.4689 46.89%
Acute Oral Toxicity (c) III 0.5458 54.58%
Estrogen receptor binding + 0.5346 53.46%
Androgen receptor binding - 0.5917 59.17%
Thyroid receptor binding + 0.5150 51.50%
Glucocorticoid receptor binding + 0.6678 66.78%
Aromatase binding - 0.6536 65.36%
PPAR gamma + 0.6210 62.10%
Honey bee toxicity - 0.8931 89.31%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity - 0.6802 68.02%

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 97.90% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.70% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.90% 94.45%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.48% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.97% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.42% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.25% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.09% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.63% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.44% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.03% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.71% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.65% 95.50%

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 10068433
LOTUS LTS0188334
wikiData Q105144887