Lorneamide B

Details

• Internal ID: b6275fd6-138c-4620-8879-109433094b23
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (E)-4-[4-methyl-2-(3-oxohexyl)phenyl]but-3-enamide
• InChI: InChI=1S/C17H23NO2/c1-3-5-16(19)11-10-15-12-13(2)8-9-14(15)6-4-7-17(18)20/h4,6,8-9,12H,3,5,7,10-11H2,1-2H3,(H2,18,20)/b6-4+
• InChI Key: LJYLXAOQGKAHFM-GQCTYLIASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₂
• Molecular Weight: 273.37 g/mol
• Exact Mass: 273.172878976 g/mol
• Topological Polar Surface Area (TPSA): 60.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• (E)-4-[4-methyl-2-(3-oxohexyl)phenyl]but-3-enamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8505	85.05%
Blood Brain Barrier	+	0.9330	93.30%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5084	50.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8737	87.37%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.6529	65.29%
P-glycoprotein inhibitior	-	0.7755	77.55%
P-glycoprotein substrate	-	0.7372	73.72%
CYP3A4 substrate	-	0.5296	52.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	-	0.7686	76.86%
CYP2C9 inhibition	-	0.5921	59.21%
CYP2C19 inhibition	+	0.5383	53.83%
CYP2D6 inhibition	-	0.8182	81.82%
CYP1A2 inhibition	+	0.5445	54.45%
CYP2C8 inhibition	-	0.5864	58.64%
CYP inhibitory promiscuity	-	0.6022	60.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.6541	65.41%
Eye corrosion	-	0.9746	97.46%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.7481	74.81%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7857	78.57%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5034	50.34%
skin sensitisation	-	0.8716	87.16%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8449	84.49%
Acute Oral Toxicity (c)	III	0.6633	66.33%
Estrogen receptor binding	-	0.4930	49.30%
Androgen receptor binding	-	0.5438	54.38%
Thyroid receptor binding	+	0.5601	56.01%
Glucocorticoid receptor binding	+	0.5482	54.82%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.6239	62.39%
Honey bee toxicity	-	0.9735	97.35%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8793	87.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	94.47%	89.63%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.76%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.06%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.07%	99.17%
CHEMBL240	Q12809	HERG	90.07%	89.76%
CHEMBL3401	O75469	Pregnane X receptor	89.84%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.95%	89.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.39%	97.36%
CHEMBL4581	P52732	Kinesin-like protein 1	83.84%	93.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.61%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10355945
• LOTUS: LTS0258770
• wikiData: Q105152903