(5S,6R)-7,9-dibromo-N-[3-[2,6-dibromo-4-[2-(dimethylamino)ethyl]phenoxy]propyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide

Details

• Internal ID: 00e8c3e5-fdcd-49af-a857-99feaefc3650
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines
• IUPAC Name: (5S,6R)-7,9-dibromo-N-[3-[2,6-dibromo-4-[2-(dimethylamino)ethyl]phenoxy]propyl]-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carboxamide
• SMILES (Canonical): CN(C)CCC1=CC(=C(C(=C1)Br)OCCCNC(=O)C2=NOC3(C2)C=C(C(=C(C3O)Br)OC)Br)Br
• SMILES (Isomeric): CN(C)CCC1=CC(=C(C(=C1)Br)OCCCNC(=O)C2=NO[C@@]3(C2)C=C(C(=C([C@@H]3O)Br)OC)Br)Br
• InChI: InChI=1S/C23H27Br4N3O5/c1-30(2)7-5-13-9-14(24)19(15(25)10-13)34-8-4-6-28-22(32)17-12-23(35-29-17)11-16(26)20(33-3)18(27)21(23)31/h9-11,21,31H,4-8,12H2,1-3H3,(H,28,32)/t21-,23+/m0/s1
• InChI Key: OBAADZSPNSJHEV-JTHBVZDNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₇Br₄N₃O₅
• Molecular Weight: 745.10 g/mol
• Exact Mass: 744.86432 g/mol
• Topological Polar Surface Area (TPSA): 92.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	-	0.7868	78.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5379	53.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7759	77.59%
P-glycoprotein inhibitior	+	0.6404	64.04%
P-glycoprotein substrate	+	0.7714	77.14%
CYP3A4 substrate	+	0.7508	75.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6630	66.30%
CYP3A4 inhibition	-	0.6174	61.74%
CYP2C9 inhibition	-	0.7225	72.25%
CYP2C19 inhibition	-	0.6683	66.83%
CYP2D6 inhibition	-	0.8107	81.07%
CYP1A2 inhibition	-	0.8228	82.28%
CYP2C8 inhibition	+	0.5808	58.08%
CYP inhibitory promiscuity	-	0.8416	84.16%
UGT catelyzed	+	0.5159	51.59%
Carcinogenicity (binary)	-	0.7410	74.10%
Carcinogenicity (trinary)	Non-required	0.5058	50.58%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.7551	75.51%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3624	36.24%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8161	81.61%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9301	93.01%
Acute Oral Toxicity (c)	III	0.5902	59.02%
Estrogen receptor binding	+	0.7551	75.51%
Androgen receptor binding	+	0.6543	65.43%
Thyroid receptor binding	+	0.5622	56.22%
Glucocorticoid receptor binding	+	0.5873	58.73%
Aromatase binding	+	0.6322	63.22%
PPAR gamma	+	0.6533	65.33%
Honey bee toxicity	-	0.7750	77.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9107	91.07%

Targets

Proven Targets:

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	99.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL240	Q12809	HERG	98.58%	89.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.34%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.00%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.32%	94.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.46%	89.67%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.40%	95.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.28%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	87.24%	85.49%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.40%	96.90%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.97%	90.24%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.95%	90.08%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.68%	89.44%
CHEMBL4208	P20618	Proteasome component C5	84.57%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.23%	97.25%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.23%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.17%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.82%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.52%	91.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.70%	93.00%
CHEMBL3891	P07384	Calpain 1	80.83%	93.04%
CHEMBL2885	P07451	Carbonic anhydrase III	80.65%	87.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.44%	97.33%

Plants that contains it

• Strychnos matopensis

Cross-Links

• PubChem: 11765563
• LOTUS: LTS0161001
• wikiData: Q104950664