PlantaeDB Logo
Login Sign-up

N-[3-[4-(3-aminopropyl)-2,6-dibromophenoxy]propyl]-7,9-dibromo-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-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

Top
Internal ID a555cae6-79da-4aa3-b5da-5047b67cd083
Taxonomy Benzenoids > Benzene and substituted derivatives > Phenylpropylamines
IUPAC Name N-[3-[4-(3-aminopropyl)-2,6-dibromophenoxy]propyl]-7,9-dibromo-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide
SMILES (Canonical) COC1=C(CC2(C(C(=NO2)C(=O)NCCCOC3=C(C=C(C=C3Br)CCCN)Br)O)OC=C1Br)Br
SMILES (Isomeric) COC1=C(CC2(C(C(=NO2)C(=O)NCCCOC3=C(C=C(C=C3Br)CCCN)Br)O)OC=C1Br)Br
InChI InChI=1S/C22H25Br4N3O6/c1-32-18-15(25)10-22(34-11-16(18)26)20(30)17(29-35-22)21(31)28-6-3-7-33-19-13(23)8-12(4-2-5-27)9-14(19)24/h8-9,11,20,30H,2-7,10,27H2,1H3,(H,28,31)
InChI Key DYAHFZFDIOQZGN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C22H25Br4N3O6
Molecular Weight 747.10 g/mol
Exact Mass 746.84359 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.34
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of N-[3-[4-(3-aminopropyl)-2,6-dibromophenoxy]propyl]-7,9-dibromo-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9232 92.32%
Caco-2 - 0.8010 80.10%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.3865 38.65%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8720 87.20%
OATP1B3 inhibitior + 0.9372 93.72%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7860 78.60%
P-glycoprotein inhibitior + 0.6233 62.33%
P-glycoprotein substrate + 0.8251 82.51%
CYP3A4 substrate + 0.7154 71.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7466 74.66%
CYP3A4 inhibition - 0.6302 63.02%
CYP2C9 inhibition - 0.6620 66.20%
CYP2C19 inhibition - 0.5977 59.77%
CYP2D6 inhibition - 0.8271 82.71%
CYP1A2 inhibition - 0.6447 64.47%
CYP2C8 inhibition + 0.7545 75.45%
CYP inhibitory promiscuity - 0.6070 60.70%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7422 74.22%
Carcinogenicity (trinary) Non-required 0.5258 52.58%
Eye corrosion - 0.9793 97.93%
Eye irritation - 0.9426 94.26%
Skin irritation - 0.7586 75.86%
Skin corrosion - 0.9151 91.51%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5476 54.76%
Micronuclear + 0.8200 82.00%
Hepatotoxicity - 0.5052 50.52%
skin sensitisation - 0.8165 81.65%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.9449 94.49%
Acute Oral Toxicity (c) III 0.5785 57.85%
Estrogen receptor binding + 0.7186 71.86%
Androgen receptor binding + 0.6847 68.47%
Thyroid receptor binding - 0.4882 48.82%
Glucocorticoid receptor binding + 0.6497 64.97%
Aromatase binding + 0.6922 69.22%
PPAR gamma + 0.6876 68.76%
Honey bee toxicity - 0.7868 78.68%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity - 0.5875 58.75%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.08% 96.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 98.94% 95.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.69% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.34% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.93% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.39% 97.25%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.64% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 93.28% 94.73%
CHEMBL2581 P07339 Cathepsin D 93.07% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.63% 95.89%
CHEMBL4462 Q8IXJ6 NAD-dependent deacetylase sirtuin 2 90.84% 90.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.55% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.42% 90.71%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.93% 91.24%
CHEMBL5028 O14672 ADAM10 86.35% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.05% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.46% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.16% 96.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.99% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.85% 91.07%
CHEMBL3891 P07384 Calpain 1 83.26% 93.04%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 82.95% 80.33%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 82.67% 95.34%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.34% 97.33%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.13% 94.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.79% 93.18%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.45% 98.33%
CHEMBL3230 O95977 Sphingosine 1-phosphate receptor Edg-6 80.28% 94.01%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.18% 94.33%

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.
There are no matching plants.

Cross-Links

Top
PubChem 162939501
LOTUS LTS0230982
wikiData Q104991281