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

Details

• Internal ID: 17d1879a-4cbf-44cd-99b1-6f960495aa8b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: 3-[3,5-dibromo-4-[3-[[(5R,6S)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]propoxy]phenyl]-2-(sulfoamino)propanoic acid
• SMILES (Canonical): COC1=C(C(C2(CC(=NO2)C(=O)NCCCOC3=C(C=C(C=C3Br)CC(C(=O)O)NS(=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)CC(C(=O)O)NS(=O)(=O)O)Br)C=C1Br)O)Br
• InChI: InChI=1S/C22H23Br4N3O10S/c1-37-18-13(25)8-22(19(30)16(18)26)9-15(28-39-22)20(31)27-3-2-4-38-17-11(23)5-10(6-12(17)24)7-14(21(32)33)29-40(34,35)36/h5-6,8,14,19,29-30H,2-4,7,9H2,1H3,(H,27,31)(H,32,33)(H,34,35,36)/t14?,19-,22+/m1/s1
• InChI Key: KYTQJBZXSLABEX-SVDVAIQXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₃Br₄N₃O₁₀S
• Molecular Weight: 841.10 g/mol
• Exact Mass: 840.77967 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8977	89.77%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4519	45.19%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8705	87.05%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8683	86.83%
P-glycoprotein inhibitior	+	0.6415	64.15%
P-glycoprotein substrate	+	0.7359	73.59%
CYP3A4 substrate	+	0.7102	71.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8163	81.63%
CYP3A4 inhibition	-	0.5902	59.02%
CYP2C9 inhibition	-	0.6469	64.69%
CYP2C19 inhibition	-	0.6010	60.10%
CYP2D6 inhibition	-	0.8453	84.53%
CYP1A2 inhibition	-	0.6819	68.19%
CYP2C8 inhibition	+	0.6926	69.26%
CYP inhibitory promiscuity	-	0.6954	69.54%
UGT catelyzed	+	0.5159	51.59%
Carcinogenicity (binary)	-	0.6208	62.08%
Carcinogenicity (trinary)	Non-required	0.5388	53.88%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.7523	75.23%
Skin corrosion	-	0.9077	90.77%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5519	55.19%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.8352	83.52%
Acute Oral Toxicity (c)	III	0.5653	56.53%
Estrogen receptor binding	+	0.7454	74.54%
Androgen receptor binding	+	0.6585	65.85%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	+	0.6470	64.70%
Aromatase binding	+	0.6715	67.15%
PPAR gamma	+	0.6015	60.15%
Honey bee toxicity	-	0.7548	75.48%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9531	95.31%

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	98.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.93%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.08%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	93.66%	90.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.08%	85.31%
CHEMBL3401	O75469	Pregnane X receptor	93.08%	94.73%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.30%	96.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.21%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.95%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.67%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.93%	96.90%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	87.59%	90.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.46%	97.25%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.29%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.80%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.58%	93.56%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	86.17%	87.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.76%	96.77%
CHEMBL3891	P07384	Calpain 1	84.32%	93.04%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.13%	98.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.86%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.61%	95.89%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	83.31%	89.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.72%	86.33%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.29%	96.25%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.61%	95.69%
CHEMBL5028	O14672	ADAM10	80.50%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10102118
• LOTUS: LTS0082693
• wikiData: Q105147948