2-Bromo-6-[(dimethylamino)methyl]-4-(2,4,4-trimethylpentan-2-yl)phenol

Details

• Internal ID: a188ba8b-b841-422b-90d2-a6d1ffda1980
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: 2-bromo-6-[(dimethylamino)methyl]-4-(2,4,4-trimethylpentan-2-yl)phenol
• SMILES (Canonical): CC(C)(C)CC(C)(C)C1=CC(=C(C(=C1)Br)O)CN(C)C
• SMILES (Isomeric): CC(C)(C)CC(C)(C)C1=CC(=C(C(=C1)Br)O)CN(C)C
• InChI: InChI=1S/C17H28BrNO/c1-16(2,3)11-17(4,5)13-8-12(10-19(6)7)15(20)14(18)9-13/h8-9,20H,10-11H2,1-7H3
• InChI Key: NIZZDYSSGLVFAM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈BrNO
• Molecular Weight: 342.30 g/mol
• Exact Mass: 341.13543 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.93
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• NSC-10630

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9599	95.99%
Caco-2	+	0.8473	84.73%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8422	84.22%
P-glycoprotein inhibitior	-	0.9177	91.77%
P-glycoprotein substrate	-	0.7861	78.61%
CYP3A4 substrate	-	0.5229	52.29%
CYP2C9 substrate	-	0.7781	77.81%
CYP2D6 substrate	+	0.6026	60.26%
CYP3A4 inhibition	-	0.8023	80.23%
CYP2C9 inhibition	-	0.5709	57.09%
CYP2C19 inhibition	-	0.5534	55.34%
CYP2D6 inhibition	+	0.8415	84.15%
CYP1A2 inhibition	+	0.7193	71.93%
CYP2C8 inhibition	-	0.8771	87.71%
CYP inhibitory promiscuity	-	0.5062	50.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7502	75.02%
Carcinogenicity (trinary)	Non-required	0.6116	61.16%
Eye corrosion	-	0.5896	58.96%
Eye irritation	+	0.7812	78.12%
Skin irritation	-	0.6490	64.90%
Skin corrosion	-	0.6144	61.44%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4715	47.15%
Micronuclear	-	0.7332	73.32%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6623	66.23%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8930	89.30%
Acute Oral Toxicity (c)	III	0.7049	70.49%
Estrogen receptor binding	+	0.6939	69.39%
Androgen receptor binding	+	0.6729	67.29%
Thyroid receptor binding	+	0.7400	74.00%
Glucocorticoid receptor binding	+	0.7056	70.56%
Aromatase binding	+	0.5841	58.41%
PPAR gamma	+	0.5489	54.89%
Honey bee toxicity	-	0.9148	91.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9214	92.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.54%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.93%	93.99%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.96%	83.57%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.69%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	87.45%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.33%	90.08%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.19%	95.17%
CHEMBL228	P31645	Serotonin transporter	81.19%	95.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.13%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.57%	89.62%

Plants that contains it

• Ambrosia psilostachya

Cross-Links

• PubChem: 223217
• LOTUS: LTS0259062
• wikiData: Q105180066