Azacoccone B

Details

• Internal ID: 82cbe317-6b7d-413d-a079-7af1af9b0df4
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: methyl 4-(5,6,7-trihydroxy-4-methyl-3-oxo-1H-isoindol-2-yl)butanoate
• SMILES (Canonical): CC1=C2C(=C(C(=C1O)O)O)CN(C2=O)CCCC(=O)OC
• SMILES (Isomeric): CC1=C2C(=C(C(=C1O)O)O)CN(C2=O)CCCC(=O)OC
• InChI: InChI=1S/C14H17NO6/c1-7-10-8(12(18)13(19)11(7)17)6-15(14(10)20)5-3-4-9(16)21-2/h17-19H,3-6H2,1-2H3
• InChI Key: LPDDZXBWVHVLHK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₇NO₆
• Molecular Weight: 295.29 g/mol
• Exact Mass: 295.10558726 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.02
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5659	56.59%
Caco-2	+	0.5909	59.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6886	68.86%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9461	94.61%
P-glycoprotein inhibitior	-	0.9510	95.10%
P-glycoprotein substrate	-	0.7142	71.42%
CYP3A4 substrate	+	0.5762	57.62%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.9016	90.16%
CYP2C19 inhibition	-	0.8248	82.48%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.8173	81.73%
CYP2C8 inhibition	-	0.8579	85.79%
CYP inhibitory promiscuity	-	0.9234	92.34%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6136	61.36%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.6658	66.58%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.6854	68.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4613	46.13%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5595	55.95%
skin sensitisation	-	0.8907	89.07%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5694	56.94%
Acute Oral Toxicity (c)	III	0.5917	59.17%
Estrogen receptor binding	+	0.6721	67.21%
Androgen receptor binding	-	0.5352	53.52%
Thyroid receptor binding	-	0.6145	61.45%
Glucocorticoid receptor binding	+	0.8130	81.30%
Aromatase binding	-	0.6236	62.36%
PPAR gamma	-	0.5651	56.51%
Honey bee toxicity	-	0.9488	94.88%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7862	78.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.53%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.94%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.50%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.17%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.94%	95.17%
CHEMBL220	P22303	Acetylcholinesterase	85.89%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.47%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.13%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.66%	97.21%
CHEMBL4208	P20618	Proteasome component C5	81.07%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.92%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.17%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684266
• LOTUS: LTS0065651
• wikiData: Q105155102