7-Bromo-1,5-dihydroxy-2-azabicyclo[3.3.1]non-6-ene-3,8-dione

Details

• Internal ID: 23e15c01-5587-4fb1-b6e0-a84d798be4e5
• Taxonomy: Organoheterocyclic compounds > Piperidines > Piperidinones
• IUPAC Name: 7-bromo-1,5-dihydroxy-2-azabicyclo[3.3.1]non-6-ene-3,8-dione
• InChI: InChI=1S/C8H8BrNO4/c9-4-1-7(13)2-5(11)10-8(14,3-7)6(4)12/h1,13-14H,2-3H2,(H,10,11)
• InChI Key: PQSYEQDFMXEKEV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈BrNO₄
• Molecular Weight: 262.06 g/mol
• Exact Mass: 260.96367 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.82
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9394	93.94%
Caco-2	+	0.5599	55.99%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4421	44.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9570	95.70%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9452	94.52%
P-glycoprotein inhibitior	-	0.9749	97.49%
P-glycoprotein substrate	-	0.9446	94.46%
CYP3A4 substrate	-	0.6012	60.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.8214	82.14%
CYP2C19 inhibition	-	0.7766	77.66%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.7875	78.75%
CYP2C8 inhibition	-	0.9721	97.21%
CYP inhibitory promiscuity	-	0.7979	79.79%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9019	90.19%
Carcinogenicity (trinary)	Non-required	0.4457	44.57%
Eye corrosion	-	0.9844	98.44%
Eye irritation	+	0.7304	73.04%
Skin irritation	-	0.7421	74.21%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7970	79.70%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5693	56.93%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5823	58.23%
Acute Oral Toxicity (c)	III	0.5021	50.21%
Estrogen receptor binding	-	0.6295	62.95%
Androgen receptor binding	+	0.5251	52.51%
Thyroid receptor binding	-	0.7607	76.07%
Glucocorticoid receptor binding	-	0.7543	75.43%
Aromatase binding	-	0.6437	64.37%
PPAR gamma	-	0.6549	65.49%
Honey bee toxicity	-	0.9151	91.51%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.6108	61.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	94.11%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.97%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.89%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.87%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.64%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.70%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.85%	85.30%
CHEMBL4208	P20618	Proteasome component C5	82.71%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.03%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.77%	93.99%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.39%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21674204
• LOTUS: LTS0013036
• wikiData: Q105213431