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(5S,6R)-7,9-dibromo-N-[4-[[(5R,10R)-7,9-dibromo-10-hydroxy-8-methoxy-2-azaspiro[4.5]deca-2,6,8-triene-3-carbonyl]amino]-3-oxobutyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide

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 34e31016-ff8a-459f-a151-54625d9378af
Taxonomy Organoheterocyclic compounds > Azolines > Isoxazolines
IUPAC Name (5S,6R)-7,9-dibromo-N-[4-[[(5R,10R)-7,9-dibromo-10-hydroxy-8-methoxy-2-azaspiro[4.5]deca-2,6,8-triene-3-carbonyl]amino]-3-oxobutyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
SMILES (Canonical) COC1=C(C(C2(CC(=NC2)C(=O)NCC(=O)CCNC(=O)C3=NOC4(C3)C=C(C(=C(C4O)Br)OC)Br)C=C1Br)O)Br
SMILES (Isomeric) COC1=C([C@@H]([C@]2(CC(=NC2)C(=O)NCC(=O)CCNC(=O)C3=NO[C@@]4(C3)C=C(C(=C([C@@H]4O)Br)OC)Br)C=C1Br)O)Br
InChI InChI=1S/C25H26Br4N4O8/c1-39-18-12(26)5-24(20(35)16(18)28)7-14(32-10-24)22(37)31-9-11(34)3-4-30-23(38)15-8-25(41-33-15)6-13(27)19(40-2)17(29)21(25)36/h5-6,20-21,35-36H,3-4,7-10H2,1-2H3,(H,30,38)(H,31,37)/t20-,21-,24-,25+/m0/s1
InChI Key WHMSDQSUQQPCBG-WIHVIGOGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C25H26Br4N4O8
Molecular Weight 830.10 g/mol
Exact Mass 829.84432 g/mol
Topological Polar Surface Area (TPSA) 168.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 2.34
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5S,6R)-7,9-dibromo-N-[4-[[(5R,10R)-7,9-dibromo-10-hydroxy-8-methoxy-2-azaspiro[4.5]deca-2,6,8-triene-3-carbonyl]amino]-3-oxobutyl]-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 + 0.9224 92.24%
Caco-2 - 0.8474 84.74%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6000 60.00%
Subcellular localzation Mitochondria 0.6127 61.27%
OATP2B1 inhibitior - 0.8573 85.73%
OATP1B1 inhibitior + 0.8690 86.90%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6077 60.77%
P-glycoprotein inhibitior + 0.6825 68.25%
P-glycoprotein substrate + 0.7252 72.52%
CYP3A4 substrate + 0.6868 68.68%
CYP2C9 substrate - 0.6055 60.55%
CYP2D6 substrate - 0.8422 84.22%
CYP3A4 inhibition - 0.7978 79.78%
CYP2C9 inhibition - 0.7506 75.06%
CYP2C19 inhibition - 0.6607 66.07%
CYP2D6 inhibition - 0.8571 85.71%
CYP1A2 inhibition - 0.8007 80.07%
CYP2C8 inhibition + 0.5498 54.98%
CYP inhibitory promiscuity - 0.7980 79.80%
UGT catelyzed + 0.5159 51.59%
Carcinogenicity (binary) - 0.7810 78.10%
Carcinogenicity (trinary) Non-required 0.4303 43.03%
Eye corrosion - 0.9810 98.10%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.7464 74.64%
Skin corrosion - 0.9138 91.38%
Ames mutagenesis + 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear + 0.7100 71.00%
Hepatotoxicity - 0.5139 51.39%
skin sensitisation - 0.8225 82.25%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5450 54.50%
Acute Oral Toxicity (c) III 0.5722 57.22%
Estrogen receptor binding + 0.6299 62.99%
Androgen receptor binding + 0.6677 66.77%
Thyroid receptor binding + 0.5376 53.76%
Glucocorticoid receptor binding + 0.5899 58.99%
Aromatase binding + 0.6613 66.13%
PPAR gamma + 0.5497 54.97%
Honey bee toxicity - 0.7712 77.12%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.6962 69.62%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.86% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 96.48% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.76% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.69% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.55% 99.17%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.67% 95.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.91% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 87.06% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.59% 96.77%
CHEMBL230 P35354 Cyclooxygenase-2 84.24% 89.63%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.17% 99.23%
CHEMBL4208 P20618 Proteasome component C5 83.81% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.74% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.13% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.93% 97.09%
CHEMBL240 Q12809 HERG 82.71% 89.76%
CHEMBL5028 O14672 ADAM10 82.60% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.34% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.17% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.56% 91.07%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.29% 92.62%
CHEMBL340 P08684 Cytochrome P450 3A4 80.29% 91.19%

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 162893198
LOTUS LTS0007256
wikiData Q105305426