(4S,5S)-7,9-dibromo-N-[3-[2,6-dibromo-4-(2-formamidoethyl)phenoxy]propyl]-4-hydroxy-8-methoxy-1,11-dioxa-2-azaspiro[4.6]undeca-2,7,9-triene-3-carboxamide

Details

• Internal ID: e8ba13f0-aa69-41bb-9ac8-b66ee8e2a446
• Taxonomy: Benzenoids > Phenol ethers
• IUPAC Name: (4S,5S)-7,9-dibromo-N-[3-[2,6-dibromo-4-(2-formamidoethyl)phenoxy]propyl]-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)CCNC=O)Br)O)OC=C1Br)Br
• SMILES (Isomeric): COC1=C(C[C@]2([C@H](C(=NO2)C(=O)NCCCOC3=C(C=C(C=C3Br)CCNC=O)Br)O)OC=C1Br)Br
• InChI: InChI=1S/C22H23Br4N3O7/c1-33-18-15(25)9-22(35-10-16(18)26)20(31)17(29-36-22)21(32)28-4-2-6-34-19-13(23)7-12(8-14(19)24)3-5-27-11-30/h7-8,10-11,20,31H,2-6,9H2,1H3,(H,27,30)(H,28,32)/t20-,22-/m0/s1
• InChI Key: ZKHAUYSBCGRQON-UNMCSNQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃Br₄N₃O₇
• Molecular Weight: 761.00 g/mol
• Exact Mass: 760.82285 g/mol
• Topological Polar Surface Area (TPSA): 128.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8953	89.53%
Caco-2	-	0.8347	83.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4371	43.71%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8516	85.16%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9363	93.63%
P-glycoprotein inhibitior	+	0.6474	64.74%
P-glycoprotein substrate	+	0.7953	79.53%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7914	79.14%
CYP3A4 inhibition	-	0.5499	54.99%
CYP2C9 inhibition	-	0.6370	63.70%
CYP2C19 inhibition	-	0.5974	59.74%
CYP2D6 inhibition	-	0.8525	85.25%
CYP1A2 inhibition	-	0.6788	67.88%
CYP2C8 inhibition	+	0.7288	72.88%
CYP inhibitory promiscuity	-	0.6537	65.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7122	71.22%
Carcinogenicity (trinary)	Non-required	0.5160	51.60%
Eye corrosion	-	0.9797	97.97%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.7600	76.00%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5098	50.98%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8224	82.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9543	95.43%
Acute Oral Toxicity (c)	III	0.5821	58.21%
Estrogen receptor binding	+	0.7417	74.17%
Androgen receptor binding	+	0.6706	67.06%
Thyroid receptor binding	+	0.5511	55.11%
Glucocorticoid receptor binding	+	0.6807	68.07%
Aromatase binding	+	0.7423	74.23%
PPAR gamma	+	0.6748	67.48%
Honey bee toxicity	-	0.7706	77.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.4019	40.19%

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	98.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.72%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.37%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.19%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.03%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	95.18%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	93.63%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.35%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.09%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.50%	91.07%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.02%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.46%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.25%	89.67%
CHEMBL4040	P28482	MAP kinase ERK2	86.80%	83.82%
CHEMBL3891	P07384	Calpain 1	86.62%	93.04%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.10%	89.34%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.41%	97.33%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	85.14%	95.71%
CHEMBL5028	O14672	ADAM10	84.54%	97.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.22%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.12%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.99%	96.77%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.58%	95.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.41%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.17%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.37%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.29%	90.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.04%	85.49%
CHEMBL4302	P08183	P-glycoprotein 1	80.51%	92.98%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10747703
• LOTUS: LTS0161657
• wikiData: Q105378450