4-Chloro-5-hydroxy-6-sulfooxy-indole-1-sulfonic acid

Details

• Internal ID: 84a513dd-c224-42fd-ab62-ae8ef52354b3
• Taxonomy: Organic acids and derivatives > Organic sulfuric acids and derivatives > Arylsulfates
• IUPAC Name: 4-chloro-5-hydroxy-6-sulfooxyindole-1-sulfonic acid
• SMILES (Canonical): C1=CN(C2=CC(=C(C(=C21)Cl)O)OS(=O)(=O)O)S(=O)(=O)O
• SMILES (Isomeric): C1=CN(C2=CC(=C(C(=C21)Cl)O)OS(=O)(=O)O)S(=O)(=O)O
• InChI: InChI=1S/C8H6ClNO8S2/c9-7-4-1-2-10(19(12,13)14)5(4)3-6(8(7)11)18-20(15,16)17/h1-3,11H,(H,12,13,14)(H,15,16,17)
• InChI Key: JJMPGKDTFRHSIM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₆ClNO₈S₂
• Molecular Weight: 343.70 g/mol
• Exact Mass: 342.9223362 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9310	93.10%
Caco-2	-	0.6274	62.74%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.3996	39.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9131	91.31%
P-glycoprotein inhibitior	-	0.8967	89.67%
P-glycoprotein substrate	-	0.9318	93.18%
CYP3A4 substrate	+	0.5288	52.88%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8277	82.77%
CYP3A4 inhibition	-	0.9231	92.31%
CYP2C9 inhibition	-	0.6526	65.26%
CYP2C19 inhibition	-	0.5671	56.71%
CYP2D6 inhibition	-	0.8894	88.94%
CYP1A2 inhibition	-	0.5737	57.37%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6716	67.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.6495	64.95%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9150	91.50%
Eye irritation	+	0.5388	53.88%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.8813	88.13%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.8824	88.24%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6948	69.48%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5319	53.19%
Nephrotoxicity	-	0.7639	76.39%
Acute Oral Toxicity (c)	III	0.5333	53.33%
Estrogen receptor binding	-	0.5331	53.31%
Androgen receptor binding	+	0.7309	73.09%
Thyroid receptor binding	-	0.7923	79.23%
Glucocorticoid receptor binding	-	0.7784	77.84%
Aromatase binding	-	0.7676	76.76%
PPAR gamma	+	0.5282	52.82%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6242	62.42%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.56%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.87%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.86%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.37%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	88.06%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	85.11%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.74%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.62%	96.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.13%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.73%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.57%	89.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.78%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.08%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 2189
• LOTUS: LTS0027261
• wikiData: Q105129731