4-Acetamido-2,6-dibromo-4-hydroxy-1,1-dimethoxycyclohexa-2,5-diene

Details

• Internal ID: 797d5466-0902-4a70-951c-4e4adf0a2fdb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: N-(3,5-dibromo-1-hydroxy-4,4-dimethoxycyclohexa-2,5-dien-1-yl)acetamide
• SMILES (Canonical): CC(=O)NC1(C=C(C(C(=C1)Br)(OC)OC)Br)O
• SMILES (Isomeric): CC(=O)NC1(C=C(C(C(=C1)Br)(OC)OC)Br)O
• InChI: InChI=1S/C10H13Br2NO4/c1-6(14)13-9(15)4-7(11)10(16-2,17-3)8(12)5-9/h4-5,15H,1-3H3,(H,13,14)
• InChI Key: GFMBTVWUKRAEFD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃Br₂NO₄
• Molecular Weight: 371.02 g/mol
• Exact Mass: 370.91908 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8547	85.47%
Caco-2	+	0.7659	76.59%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6802	68.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9517	95.17%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8503	85.03%
P-glycoprotein inhibitior	-	0.9169	91.69%
P-glycoprotein substrate	-	0.8958	89.58%
CYP3A4 substrate	-	0.5517	55.17%
CYP2C9 substrate	+	0.5830	58.30%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	-	0.7817	78.17%
CYP2C9 inhibition	-	0.7878	78.78%
CYP2C19 inhibition	-	0.8053	80.53%
CYP2D6 inhibition	-	0.8896	88.96%
CYP1A2 inhibition	-	0.8351	83.51%
CYP2C8 inhibition	-	0.9122	91.22%
CYP inhibitory promiscuity	-	0.8515	85.15%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5979	59.79%
Carcinogenicity (trinary)	Danger	0.4271	42.71%
Eye corrosion	-	0.9788	97.88%
Eye irritation	+	0.6262	62.62%
Skin irritation	-	0.7711	77.11%
Skin corrosion	-	0.9671	96.71%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6248	62.48%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7194	71.94%
Acute Oral Toxicity (c)	III	0.4838	48.38%
Estrogen receptor binding	+	0.6518	65.18%
Androgen receptor binding	-	0.5922	59.22%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5795	57.95%
Aromatase binding	-	0.5879	58.79%
PPAR gamma	-	0.6276	62.76%
Honey bee toxicity	-	0.9086	90.86%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9216	92.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.90%	85.30%
CHEMBL2581	P07339	Cathepsin D	84.78%	98.95%
CHEMBL4208	P20618	Proteasome component C5	82.37%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	81.60%	94.73%

Plants that contains it

• Nerium oleander

Cross-Links

• PubChem: 129881759
• LOTUS: LTS0208618
• wikiData: Q104995190