8-(4-methylpent-3-enyl)-1,1-dioxo-3,4-dihydro-2H-benzo[g][1,4]benzothiazine-5,10-dione

Details

• Internal ID: a249dc84-f5d0-43ee-b300-dccb94fe7388
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 8-(4-methylpent-3-enyl)-1,1-dioxo-3,4-dihydro-2H-benzo[g][1,4]benzothiazine-5,10-dione
• SMILES (Canonical): CC(=CCCC1=CC2=C(C=C1)C(=O)C3=C(C2=O)S(=O)(=O)CCN3)C
• SMILES (Isomeric): CC(=CCCC1=CC2=C(C=C1)C(=O)C3=C(C2=O)S(=O)(=O)CCN3)C
• InChI: InChI=1S/C18H19NO4S/c1-11(2)4-3-5-12-6-7-13-14(10-12)17(21)18-15(16(13)20)19-8-9-24(18,22)23/h4,6-7,10,19H,3,5,8-9H2,1-2H3
• InChI Key: WDWNYCNGMICAEA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₄S
• Molecular Weight: 345.40 g/mol
• Exact Mass: 345.10347926 g/mol
• Topological Polar Surface Area (TPSA): 88.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9709	97.09%
Caco-2	+	0.5296	52.96%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4031	40.31%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9057	90.57%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7054	70.54%
P-glycoprotein inhibitior	-	0.6771	67.71%
P-glycoprotein substrate	-	0.5367	53.67%
CYP3A4 substrate	+	0.5286	52.86%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	+	0.5541	55.41%
CYP2C9 inhibition	-	0.6147	61.47%
CYP2C19 inhibition	-	0.5777	57.77%
CYP2D6 inhibition	-	0.7846	78.46%
CYP1A2 inhibition	-	0.6365	63.65%
CYP2C8 inhibition	-	0.8513	85.13%
CYP inhibitory promiscuity	+	0.5836	58.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9469	94.69%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.9025	90.25%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6945	69.45%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8226	82.26%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8298	82.98%
Acute Oral Toxicity (c)	III	0.6149	61.49%
Estrogen receptor binding	-	0.5416	54.16%
Androgen receptor binding	+	0.7671	76.71%
Thyroid receptor binding	-	0.6469	64.69%
Glucocorticoid receptor binding	+	0.6271	62.71%
Aromatase binding	+	0.5225	52.25%
PPAR gamma	+	0.6370	63.70%
Honey bee toxicity	-	0.8584	85.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7441	74.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.07%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.04%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	90.04%	98.59%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.64%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.34%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	88.80%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.63%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	86.81%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.87%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.65%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.41%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.41%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10088920
• LOTUS: LTS0234612
• wikiData: Q105302736