4-(6-Benzyl-5-{[4-(sulfooxy)phenyl]acetamido}pyrazin-2-yl)phenyl hydrogen sulfate

Details

• Internal ID: f71b822a-d109-4968-a687-3e86df354520
• Taxonomy: Organic acids and derivatives > Organic sulfuric acids and derivatives > Arylsulfates > Phenylsulfates
• IUPAC Name: [4-[6-benzyl-5-[[2-(4-sulfooxyphenyl)acetyl]amino]pyrazin-2-yl]phenyl] hydrogen sulfate
• SMILES (Canonical): C1=CC=C(C=C1)CC2=NC(=CN=C2NC(=O)CC3=CC=C(C=C3)OS(=O)(=O)O)C4=CC=C(C=C4)OS(=O)(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)CC2=NC(=CN=C2NC(=O)CC3=CC=C(C=C3)OS(=O)(=O)O)C4=CC=C(C=C4)OS(=O)(=O)O
• InChI: InChI=1S/C25H21N3O9S2/c29-24(15-18-6-10-20(11-7-18)36-38(30,31)32)28-25-22(14-17-4-2-1-3-5-17)27-23(16-26-25)19-8-12-21(13-9-19)37-39(33,34)35/h1-13,16H,14-15H2,(H,26,28,29)(H,30,31,32)(H,33,34,35)
• InChI Key: OIGFBCOUXJVZJQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₁N₃O₉S₂
• Molecular Weight: 571.60 g/mol
• Exact Mass: 571.07192160 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.28
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• 4-(6-benzyl-5-{[4-(sulfooxy)phenyl]acetamido}pyrazin-2-yl)phenyl hydrogen sulfate
• C03888
• CHEBI:16877
• DTXSID401128766
• [4-[6-benzyl-5-[[2-(4-sulfooxyphenyl)acetyl]amino]pyrazin-2-yl]phenyl] hydrogen sulfate
• Q27102124
• N-[3-(Phenylmethyl)-5-[4-(sulfooxy)phenyl]-2-pyrazinyl]-4-(sulfooxy)benzeneacetamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7380	73.80%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6241	62.41%
OATP2B1 inhibitior	-	0.5719	57.19%
OATP1B1 inhibitior	+	0.9251	92.51%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9804	98.04%
P-glycoprotein inhibitior	+	0.8411	84.11%
P-glycoprotein substrate	-	0.7625	76.25%
CYP3A4 substrate	+	0.5834	58.34%
CYP2C9 substrate	+	0.6091	60.91%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.8693	86.93%
CYP2C9 inhibition	-	0.6845	68.45%
CYP2C19 inhibition	-	0.6934	69.34%
CYP2D6 inhibition	-	0.8651	86.51%
CYP1A2 inhibition	-	0.6968	69.68%
CYP2C8 inhibition	+	0.8946	89.46%
CYP inhibitory promiscuity	-	0.6415	64.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5977	59.77%
Carcinogenicity (trinary)	Non-required	0.6287	62.87%
Eye corrosion	-	0.9741	97.41%
Eye irritation	-	0.9292	92.92%
Skin irritation	-	0.7956	79.56%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3694	36.94%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5666	56.66%
Acute Oral Toxicity (c)	III	0.5639	56.39%
Estrogen receptor binding	+	0.6043	60.43%
Androgen receptor binding	+	0.7831	78.31%
Thyroid receptor binding	+	0.5471	54.71%
Glucocorticoid receptor binding	+	0.6569	65.69%
Aromatase binding	-	0.5396	53.96%
PPAR gamma	+	0.7307	73.07%
Honey bee toxicity	-	0.7888	78.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7752	77.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	98.22%	95.50%
CHEMBL4040	P28482	MAP kinase ERK2	96.32%	83.82%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.93%	81.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.46%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.25%	95.17%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.95%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.51%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.28%	95.56%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	90.04%	87.50%
CHEMBL2581	P07339	Cathepsin D	90.00%	98.95%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	88.75%	88.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.16%	96.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.98%	93.81%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	87.68%	92.67%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.55%	92.29%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.51%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.03%	94.62%
CHEMBL3891	P07384	Calpain 1	86.56%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.79%	86.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	84.18%	82.86%
CHEMBL2535	P11166	Glucose transporter	83.71%	98.75%
CHEMBL4447	Q9Y337	Kallikrein 5	83.10%	87.50%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.69%	87.67%
CHEMBL1944	P08473	Neprilysin	80.75%	92.63%
CHEMBL4393	P39900	Matrix metalloproteinase 12	80.12%	92.22%

Plants that contains it

• Dimocarpus longan
• Lilium brownii

Cross-Links

• PubChem: 5459866
• NPASS: NPC278129