Peritoxin A

Details

• Internal ID: ae062ad3-43f9-4e25-89e2-528c4181f972
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 4-[(6-amino-4-hydroxy-2-oxoazepan-3-yl)amino]-3-[[3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropanecarbonyl]amino]-4-oxobutanoic acid
• SMILES (Canonical): CC(CC(C1(C(C1C(=O)NC(CC(=O)O)C(=O)NC2C(CC(CNC2=O)N)O)C(C(=O)O)Cl)Cl)Cl)O
• SMILES (Isomeric): CC(CC(C1(C(C1C(=O)NC(CC(=O)O)C(=O)NC2C(CC(CNC2=O)N)O)C(C(=O)O)Cl)Cl)Cl)O
• InChI: InChI=1S/C20H29Cl3N4O9/c1-6(28)2-10(21)20(23)12(14(22)19(35)36)13(20)17(33)26-8(4-11(30)31)16(32)27-15-9(29)3-7(24)5-25-18(15)34/h6-10,12-15,28-29H,2-5,24H2,1H3,(H,25,34)(H,26,33)(H,27,32)(H,30,31)(H,35,36)
• InChI Key: BCPPKCDYZCXCGK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₉Cl₃N₄O₉
• Molecular Weight: 575.80 g/mol
• Exact Mass: 574.100012 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -2.07
• H-Bond Acceptor: 8
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

• 145585-98-4
• DTXSID90932644
• 4-[(3-Amino-5,7-dihydroxy-3,4,5,6-tetrahydro-2H-azepin-6-yl)imino]-3-{[{3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropyl}(hydroxy)methylidene]amino}-4-hydroxybutanoic acid
• 4-[(6-amino-4-hydroxy-2-oxoazepan-3-yl)amino]-3-[[3-[carboxy(chloro)methyl]-2-chloro-2-(1-chloro-3-hydroxybutyl)cyclopropanecarbonyl]amino]-4-oxobutanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5274	52.74%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4443	44.43%
OATP2B1 inhibitior	-	0.5665	56.65%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9160	91.60%
P-glycoprotein inhibitior	-	0.5531	55.31%
P-glycoprotein substrate	+	0.7738	77.38%
CYP3A4 substrate	+	0.6740	67.40%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8052	80.52%
CYP3A4 inhibition	-	0.9346	93.46%
CYP2C9 inhibition	-	0.8727	87.27%
CYP2C19 inhibition	-	0.7780	77.80%
CYP2D6 inhibition	-	0.8777	87.77%
CYP1A2 inhibition	-	0.8251	82.51%
CYP2C8 inhibition	-	0.5897	58.97%
CYP inhibitory promiscuity	-	0.9539	95.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.5712	57.12%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7627	76.27%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4751	47.51%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5030	50.30%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5933	59.33%
Acute Oral Toxicity (c)	III	0.5754	57.54%
Estrogen receptor binding	+	0.6276	62.76%
Androgen receptor binding	+	0.6277	62.77%
Thyroid receptor binding	+	0.6360	63.60%
Glucocorticoid receptor binding	+	0.6792	67.92%
Aromatase binding	+	0.6327	63.27%
PPAR gamma	+	0.5563	55.63%
Honey bee toxicity	-	0.7379	73.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8206	82.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.83%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.22%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.97%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.08%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.13%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.46%	89.34%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.02%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.45%	94.45%
CHEMBL4801	P29466	Caspase-1	93.08%	96.85%
CHEMBL3776	Q14790	Caspase-8	92.57%	97.06%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.93%	89.50%
CHEMBL226	P30542	Adenosine A1 receptor	89.56%	95.93%
CHEMBL3468	P55210	Caspase-7	89.34%	95.68%
CHEMBL4208	P20618	Proteasome component C5	88.94%	90.00%
CHEMBL299	P17252	Protein kinase C alpha	87.68%	98.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.18%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.91%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.55%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.39%	90.08%
CHEMBL236	P41143	Delta opioid receptor	85.98%	99.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.53%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.42%	96.90%
CHEMBL2094135	Q96BI3	Gamma-secretase	84.69%	98.05%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.78%	98.33%
CHEMBL255	P29275	Adenosine A2b receptor	83.52%	98.59%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.88%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.76%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.68%	93.10%
CHEMBL2514	O95665	Neurotensin receptor 2	81.60%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.85%	90.71%
CHEMBL259	P32245	Melanocortin receptor 4	80.62%	95.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.06%	91.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132732
• LOTUS: LTS0158962
• wikiData: Q82908365