aplidinone A

Details

• Internal ID: 2ff7b9c8-a31e-47a2-b017-ca4496c284a1
• Taxonomy: Organoheterocyclic compounds > Benzothiazines
• IUPAC Name: 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-methoxy-1,1-dioxo-3,4-dihydro-2H-1lambda6,4-benzothiazine-5,8-dione
• InChI: InChI=1S/C19H25NO5S/c1-12(2)6-5-7-13(3)8-9-14-16(21)15-19(17(22)18(14)25-4)26(23,24)11-10-20-15/h6,8,20H,5,7,9-11H2,1-4H3/b13-8+
• InChI Key: MTOMQQYCVUGPRP-MDWZMJQESA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₅S
• Molecular Weight: 379.50 g/mol
• Exact Mass: 379.14534407 g/mol
• Topological Polar Surface Area (TPSA): 97.90 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL597075
• 6-[(2E)-3,7-dimethylocta-2,6-dienyl]-7-methoxy-1,1-dioxo-3,4-dihydro-2H-1lambda6,4-benzothiazine-5,8-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9459	94.59%
Caco-2	+	0.6447	64.47%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4505	45.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7736	77.36%
P-glycoprotein inhibitior	+	0.5783	57.83%
P-glycoprotein substrate	-	0.7112	71.12%
CYP3A4 substrate	+	0.5561	55.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.6425	64.25%
CYP2C9 inhibition	-	0.6850	68.50%
CYP2C19 inhibition	-	0.6357	63.57%
CYP2D6 inhibition	-	0.8150	81.50%
CYP1A2 inhibition	-	0.7030	70.30%
CYP2C8 inhibition	-	0.8478	84.78%
CYP inhibitory promiscuity	-	0.7763	77.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5654	56.54%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.9054	90.54%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4421	44.21%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8254	82.54%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6489	64.89%
Acute Oral Toxicity (c)	III	0.6068	60.68%
Estrogen receptor binding	-	0.4812	48.12%
Androgen receptor binding	+	0.6230	62.30%
Thyroid receptor binding	-	0.4936	49.36%
Glucocorticoid receptor binding	-	0.5288	52.88%
Aromatase binding	-	0.6493	64.93%
PPAR gamma	+	0.6406	64.06%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8823	88.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.30%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.14%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	92.34%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.18%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.71%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.05%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.16%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11501770
• LOTUS: LTS0177063
• wikiData: Q105171803