(2E,4E,12E)-15-(1,3-benzodioxol-5-yl)-N-[(2S)-butan-2-yl]pentadeca-2,4,12-trienamide

Details

• Internal ID: a9ba8bd3-2dbc-4e36-a518-4ca78815924e
• Taxonomy: Organoheterocyclic compounds > Benzodioxoles
• IUPAC Name: (2E,4E,12E)-15-(1,3-benzodioxol-5-yl)-N-[(2S)-butan-2-yl]pentadeca-2,4,12-trienamide
• SMILES (Canonical): CCC(C)NC(=O)C=CC=CCCCCCCC=CCCC1=CC2=C(C=C1)OCO2
• SMILES (Isomeric): CC[C@H](C)NC(=O)/C=C/C=C/CCCCCC/C=C/CCC1=CC2=C(C=C1)OCO2
• InChI: InChI=1S/C26H37NO3/c1-3-22(2)27-26(28)17-15-13-11-9-7-5-4-6-8-10-12-14-16-23-18-19-24-25(20-23)30-21-29-24/h10-13,15,17-20,22H,3-9,14,16,21H2,1-2H3,(H,27,28)/b12-10+,13-11+,17-15+/t22-/m0/s1
• InChI Key: CILZQJJRCOHAIW-JVPFDUISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₇NO₃
• Molecular Weight: 411.60 g/mol
• Exact Mass: 411.27734404 g/mol
• Topological Polar Surface Area (TPSA): 47.60 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.7029	70.29%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6257	62.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9809	98.09%
P-glycoprotein inhibitior	+	0.8301	83.01%
P-glycoprotein substrate	-	0.6125	61.25%
CYP3A4 substrate	+	0.5511	55.11%
CYP2C9 substrate	-	0.8192	81.92%
CYP2D6 substrate	-	0.8772	87.72%
CYP3A4 inhibition	+	0.7480	74.80%
CYP2C9 inhibition	-	0.5630	56.30%
CYP2C19 inhibition	+	0.6040	60.40%
CYP2D6 inhibition	+	0.5000	50.00%
CYP1A2 inhibition	+	0.7553	75.53%
CYP2C8 inhibition	-	0.6600	66.00%
CYP inhibitory promiscuity	+	0.8149	81.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9514	95.14%
Skin irritation	-	0.7024	70.24%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9382	93.82%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7296	72.96%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8658	86.58%
Acute Oral Toxicity (c)	III	0.6670	66.70%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.8065	80.65%
Thyroid receptor binding	+	0.6311	63.11%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	+	0.7239	72.39%
PPAR gamma	-	0.5496	54.96%
Honey bee toxicity	-	0.9172	91.72%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5437	54.37%
Fish aquatic toxicity	+	0.9622	96.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.83%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.67%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	98.07%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.72%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.84%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.60%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.27%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.95%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.57%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.49%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.48%	85.30%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.41%	95.50%
CHEMBL4208	P20618	Proteasome component C5	83.75%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.53%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.15%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.15%	80.96%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	82.79%	89.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.25%	89.50%
CHEMBL2039	P27338	Monoamine oxidase B	82.19%	92.51%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.04%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.83%	92.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.69%	96.47%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	80.48%	90.75%

Plants that contains it

• Piper mullesua

Cross-Links

• PubChem: 163067839
• LOTUS: LTS0263635
• wikiData: Q104959961