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(5S,6R)-N-[(Z)-3-(2-amino-1H-imidazol-5-yl)prop-2-enyl]-7,9-dibromo-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 7b53d651-6b5b-4ec4-820c-6cb7a4ce8da2
Taxonomy Organoheterocyclic compounds > Azoles > Imidazoles > Substituted imidazoles > Aminoimidazoles
IUPAC Name (5S,6R)-N-[(Z)-3-(2-amino-1H-imidazol-5-yl)prop-2-enyl]-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)NCC=CC3=CN=C(N3)N)C=C1Br)O)Br
SMILES (Isomeric) COC1=C([C@@H]([C@]2(CC(=NO2)C(=O)NC/C=C\C3=CN=C(N3)N)C=C1Br)O)Br
InChI InChI=1S/C16H17Br2N5O4/c1-26-12-9(17)5-16(13(24)11(12)18)6-10(23-27-16)14(25)20-4-2-3-8-7-21-15(19)22-8/h2-3,5,7,13,24H,4,6H2,1H3,(H,20,25)(H3,19,21,22)/b3-2-/t13-,16+/m0/s1
InChI Key RPBHRSIJJYCYKG-PDUXPGBHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C16H17Br2N5O4
Molecular Weight 503.10 g/mol
Exact Mass 502.96268 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 0.20
Atomic LogP (AlogP) 1.54
H-Bond Acceptor 7
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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(5S,6R)-N-[(Z)-3-(2-amino-1H-imidazol-5-yl)prop-2-enyl]-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide

2D Structure

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2D Structure of (5S,6R)-N-[(Z)-3-(2-amino-1H-imidazol-5-yl)prop-2-enyl]-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 + 0.9503 95.03%
Caco-2 - 0.7883 78.83%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.3812 38.12%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8969 89.69%
OATP1B3 inhibitior + 0.9393 93.93%
MATE1 inhibitior - 0.8809 88.09%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8488 84.88%
P-glycoprotein inhibitior - 0.6677 66.77%
P-glycoprotein substrate + 0.6598 65.98%
CYP3A4 substrate + 0.6665 66.65%
CYP2C9 substrate - 0.5983 59.83%
CYP2D6 substrate - 0.8494 84.94%
CYP3A4 inhibition - 0.8995 89.95%
CYP2C9 inhibition - 0.7229 72.29%
CYP2C19 inhibition - 0.6719 67.19%
CYP2D6 inhibition - 0.8628 86.28%
CYP1A2 inhibition - 0.6655 66.55%
CYP2C8 inhibition + 0.5653 56.53%
CYP inhibitory promiscuity - 0.8044 80.44%
UGT catelyzed - 0.6841 68.41%
Carcinogenicity (binary) - 0.7832 78.32%
Carcinogenicity (trinary) Non-required 0.4699 46.99%
Eye corrosion - 0.9794 97.94%
Eye irritation - 0.9487 94.87%
Skin irritation - 0.7605 76.05%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.6137 61.37%
Human Ether-a-go-go-Related Gene inhibition - 0.6373 63.73%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8092 80.92%
Respiratory toxicity + 0.8222 82.22%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.5153 51.53%
Acute Oral Toxicity (c) III 0.5573 55.73%
Estrogen receptor binding - 0.6060 60.60%
Androgen receptor binding - 0.4848 48.48%
Thyroid receptor binding + 0.7237 72.37%
Glucocorticoid receptor binding + 0.6146 61.46%
Aromatase binding + 0.6095 60.95%
PPAR gamma + 0.6219 62.19%
Honey bee toxicity - 0.7606 76.06%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity - 0.4369 43.69%

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 98.89% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.64% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.28% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 97.09% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.39% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.32% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 89.68% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.12% 99.17%
CHEMBL1937 Q92769 Histone deacetylase 2 87.82% 94.75%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 87.49% 95.71%
CHEMBL230 P35354 Cyclooxygenase-2 87.09% 89.63%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.85% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.01% 96.00%
CHEMBL4208 P20618 Proteasome component C5 85.99% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.15% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.67% 95.89%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.43% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.71% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.80% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.25% 89.34%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.18% 92.29%

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 23427561
LOTUS LTS0170489
wikiData Q104392671