[(2S)-2-[3,5-dibromo-4-[3-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]propoxy]phenyl]-2-hydroxyethyl]sulfamic acid

Details

• Internal ID: 4a15c0c2-1c4f-48ca-8040-321d205cea43
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: [(2S)-2-[3,5-dibromo-4-[3-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]propoxy]phenyl]-2-hydroxyethyl]sulfamic acid
• SMILES (Canonical): COC1=C(C(C2(CC(=NO2)C(=O)NCCCOC3=C(C=C(C=C3Br)C(CNS(=O)(=O)O)O)Br)C=C1Br)O)Br
• SMILES (Isomeric): COC1=C([C@@H]([C@]2(CC(=NO2)C(=O)NCCCOC3=C(C=C(C=C3Br)[C@@H](CNS(=O)(=O)O)O)Br)C=C1Br)O)Br
• InChI: InChI=1S/C21H23Br4N3O9S/c1-35-18-13(24)7-21(19(30)16(18)25)8-14(28-37-21)20(31)26-3-2-4-36-17-11(22)5-10(6-12(17)23)15(29)9-27-38(32,33)34/h5-7,15,19,27,29-30H,2-4,8-9H2,1H3,(H,26,31)(H,32,33,34)/t15-,19+,21-/m1/s1
• InChI Key: SLHCHXOGYRNKME-MFMILTCTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃Br₄N₃O₉S
• Molecular Weight: 813.10 g/mol
• Exact Mass: 812.78475 g/mol
• Topological Polar Surface Area (TPSA): 184.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9527	95.27%
Caco-2	-	0.8485	84.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4907	49.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8334	83.34%
P-glycoprotein inhibitior	+	0.6037	60.37%
P-glycoprotein substrate	+	0.7637	76.37%
CYP3A4 substrate	+	0.7124	71.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7893	78.93%
CYP3A4 inhibition	-	0.5621	56.21%
CYP2C9 inhibition	-	0.6400	64.00%
CYP2C19 inhibition	-	0.5891	58.91%
CYP2D6 inhibition	-	0.8440	84.40%
CYP1A2 inhibition	-	0.6637	66.37%
CYP2C8 inhibition	+	0.5835	58.35%
CYP inhibitory promiscuity	-	0.6785	67.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5608	56.08%
Carcinogenicity (trinary)	Non-required	0.5479	54.79%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.9328	93.28%
Skin irritation	-	0.7531	75.31%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6528	65.28%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6060	60.60%
skin sensitisation	-	0.8173	81.73%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8494	84.94%
Acute Oral Toxicity (c)	III	0.5661	56.61%
Estrogen receptor binding	+	0.7679	76.79%
Androgen receptor binding	+	0.6159	61.59%
Thyroid receptor binding	+	0.5682	56.82%
Glucocorticoid receptor binding	+	0.6827	68.27%
Aromatase binding	+	0.6887	68.87%
PPAR gamma	+	0.6440	64.40%
Honey bee toxicity	-	0.7901	79.01%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9165	91.65%

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	98.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.89%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	96.67%	94.73%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.90%	85.31%
CHEMBL2581	P07339	Cathepsin D	94.75%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.68%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.46%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.21%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.12%	96.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.99%	89.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.17%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.04%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.02%	95.89%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	89.72%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.19%	96.90%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.25%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.10%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.92%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.84%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.45%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.98%	90.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.65%	96.38%
CHEMBL4208	P20618	Proteasome component C5	84.04%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.01%	97.21%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.89%	95.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.06%	93.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.32%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.87%	94.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.36%	89.44%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.33%	92.88%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.10%	95.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163105981
• LOTUS: LTS0036637
• wikiData: Q105255336