Pachydermin

Details

• Internal ID: bb34a9ea-4dd7-4909-8be4-e5f0580d7ca8
• Taxonomy: Benzenoids > Phenols > Halophenols > Chlorophenols > O-chlorophenols
• IUPAC Name: 2-[(5Z)-5-[(3-chloro-4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxopyrrol-3-yl]-2-oxoacetic acid
• InChI: InChI=1S/C13H8ClNO6/c14-6-3-5(1-2-8(6)16)4-7-10(17)9(12(19)15-7)11(18)13(20)21/h1-4,16-17H,(H,15,19)(H,20,21)/b7-4-
• InChI Key: XYHLQFZGLAWUCL-DAXSKMNVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈ClNO₆
• Molecular Weight: 309.66 g/mol
• Exact Mass: 309.0040147 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.98
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• 2-((5Z)-5-((3-chloro-4-hydroxyphenyl)methylidene)-4-hydroxy-2-oxopyrrol-3-yl)-2-oxoacetic acid
• 2-[(5Z)-5-[(3-chloro-4-hydroxyphenyl)methylidene]-4-hydroxy-2-oxopyrrol-3-yl]-2-oxoacetic acid
• RefChem:169447
• 878552-35-3
• CHEMBL448815
• SCHEMBL29664242
• CHEBI:202254

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9433	94.33%
Caco-2	-	0.5906	59.06%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6721	67.21%
OATP2B1 inhibitior	-	0.7065	70.65%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7133	71.33%
P-glycoprotein inhibitior	-	0.9731	97.31%
P-glycoprotein substrate	-	0.9395	93.95%
CYP3A4 substrate	-	0.5125	51.25%
CYP2C9 substrate	-	0.6325	63.25%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.9523	95.23%
CYP2C9 inhibition	-	0.9007	90.07%
CYP2C19 inhibition	-	0.8692	86.92%
CYP2D6 inhibition	-	0.8573	85.73%
CYP1A2 inhibition	-	0.6462	64.62%
CYP2C8 inhibition	-	0.7105	71.05%
CYP inhibitory promiscuity	-	0.8148	81.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7255	72.55%
Carcinogenicity (trinary)	Non-required	0.5041	50.41%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8661	86.61%
Skin irritation	-	0.7826	78.26%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6908	69.08%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	+	0.6649	66.49%
skin sensitisation	-	0.7680	76.80%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5374	53.74%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.5968	59.68%
Androgen receptor binding	+	0.7959	79.59%
Thyroid receptor binding	-	0.5089	50.89%
Glucocorticoid receptor binding	+	0.8809	88.09%
Aromatase binding	+	0.5225	52.25%
PPAR gamma	+	0.7955	79.55%
Honey bee toxicity	-	0.9320	93.20%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5704	57.04%
Fish aquatic toxicity	+	0.9300	93.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL3194	P02766	Transthyretin	92.93%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.01%	99.15%
CHEMBL4208	P20618	Proteasome component C5	88.34%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.96%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.86%	94.62%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	83.36%	83.65%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.07%	93.40%
CHEMBL2581	P07339	Cathepsin D	80.54%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.47%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54685362
• LOTUS: LTS0232793
• wikiData: Q77370209