Bretschneiderazine A

Details

• Internal ID: 768a11c7-f622-48d2-abc6-9e88120ab97c
• Taxonomy: Organoheterocyclic compounds > Benzothiazines
• IUPAC Name: 6-hydroxy-7-methoxy-3-methyl-2-sulfanylidene-1,3-benzothiazin-4-one
• SMILES (Canonical): CN1C(=O)C2=CC(=C(C=C2SC1=S)OC)O
• SMILES (Isomeric): CN1C(=O)C2=CC(=C(C=C2SC1=S)OC)O
• InChI: InChI=1S/C10H9NO3S2/c1-11-9(13)5-3-6(12)7(14-2)4-8(5)16-10(11)15/h3-4,12H,1-2H3
• InChI Key: DDSFSHKNEOFATM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₃S₂
• Molecular Weight: 255.30 g/mol
• Exact Mass: 255.00238550 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.04
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL1223570

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9503	95.03%
Caco-2	+	0.6800	68.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5469	54.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9329	93.29%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8314	83.14%
BSEP inhibitior	-	0.9253	92.53%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.8617	86.17%
CYP3A4 substrate	-	0.5067	50.67%
CYP2C9 substrate	-	0.6110	61.10%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	+	0.6224	62.24%
CYP2C19 inhibition	+	0.6905	69.05%
CYP2D6 inhibition	-	0.9103	91.03%
CYP1A2 inhibition	+	0.7565	75.65%
CYP2C8 inhibition	-	0.8818	88.18%
CYP inhibitory promiscuity	+	0.7301	73.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5358	53.58%
Eye corrosion	-	0.9873	98.73%
Eye irritation	+	0.6090	60.90%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7204	72.04%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6323	63.23%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7933	79.33%
Acute Oral Toxicity (c)	III	0.5963	59.63%
Estrogen receptor binding	+	0.8359	83.59%
Androgen receptor binding	-	0.6919	69.19%
Thyroid receptor binding	-	0.5401	54.01%
Glucocorticoid receptor binding	+	0.7341	73.41%
Aromatase binding	+	0.5301	53.01%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8856	88.56%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7224	72.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.36%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	91.49%	80.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.12%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.32%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.39%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	85.11%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.59%	99.15%
CHEMBL2535	P11166	Glucose transporter	84.56%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.23%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	81.23%	91.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.73%	94.42%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.04%	89.00%

Plants that contains it

• Bretschneidera sinensis

Cross-Links

• PubChem: 46938552
• LOTUS: LTS0066404
• wikiData: Q104976794