Botryllamide D, 4

Details

• Internal ID: 65487186-b23d-4544-9509-c9a5568870f9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: (E)-N-[(E)-2-(3-bromo-4-methoxyphenyl)ethenyl]-3-(4-hydroxyphenyl)-2-methoxyprop-2-enamide
• SMILES (Canonical): COC1=C(C=C(C=C1)C=CNC(=O)C(=CC2=CC=C(C=C2)O)OC)Br
• SMILES (Isomeric): COC1=C(C=C(C=C1)/C=C/NC(=O)/C(=C\C2=CC=C(C=C2)O)/OC)Br
• InChI: InChI=1S/C19H18BrNO4/c1-24-17-8-5-14(11-16(17)20)9-10-21-19(23)18(25-2)12-13-3-6-15(22)7-4-13/h3-12,22H,1-2H3,(H,21,23)/b10-9+,18-12+
• InChI Key: UCXFHNQSLPZQNU-DBJUCQNNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈BrNO₄
• Molecular Weight: 404.30 g/mol
• Exact Mass: 403.04192 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.94
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• SCHEMBL3763180
• BDBM32621

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.5731	57.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7769	77.69%
OATP2B1 inhibitior	-	0.7126	71.26%
OATP1B1 inhibitior	+	0.9067	90.67%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6497	64.97%
P-glycoprotein inhibitior	-	0.6128	61.28%
P-glycoprotein substrate	-	0.7880	78.80%
CYP3A4 substrate	+	0.5549	55.49%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8197	81.97%
CYP3A4 inhibition	+	0.8345	83.45%
CYP2C9 inhibition	+	0.5231	52.31%
CYP2C19 inhibition	-	0.7022	70.22%
CYP2D6 inhibition	-	0.8956	89.56%
CYP1A2 inhibition	+	0.6076	60.76%
CYP2C8 inhibition	+	0.7519	75.19%
CYP inhibitory promiscuity	+	0.8130	81.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6537	65.37%
Carcinogenicity (trinary)	Danger	0.4234	42.34%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8577	85.77%
Skin irritation	-	0.8423	84.23%
Skin corrosion	-	0.9719	97.19%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7603	76.03%
Micronuclear	+	0.6974	69.74%
Hepatotoxicity	+	0.5234	52.34%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4903	49.03%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.8079	80.79%
Androgen receptor binding	+	0.8653	86.53%
Thyroid receptor binding	+	0.6604	66.04%
Glucocorticoid receptor binding	+	0.7617	76.17%
Aromatase binding	+	0.7208	72.08%
PPAR gamma	+	0.7048	70.48%
Honey bee toxicity	-	0.8754	87.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9821	98.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.86%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.18%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.17%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.71%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.55%	90.00%
CHEMBL2535	P11166	Glucose transporter	90.86%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.75%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.81%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	87.02%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.97%	94.45%
CHEMBL3194	P02766	Transthyretin	85.76%	90.71%
CHEMBL4015	P41597	C-C chemokine receptor type 2	82.30%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10363825
• LOTUS: LTS0186007
• wikiData: Q105270213