(2R)-N-[(E,2S,3S,4R)-11-[(1S,2S)-2-butylcyclopropyl]-1,3,4-trihydroxyundec-6-en-2-yl]-2-hydroxypentacosanamide

Details

• Internal ID: 4de51e70-b982-483d-8fba-73f44119c868
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty amides > N-acyl amines
• IUPAC Name: (2R)-N-[(E,2S,3S,4R)-11-[(1S,2S)-2-butylcyclopropyl]-1,3,4-trihydroxyundec-6-en-2-yl]-2-hydroxypentacosanamide
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCCC(C(=O)NC(CO)C(C(CC=CCCCCC1CC1CCCC)O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCCC[C@H](C(=O)N[C@@H](CO)[C@@H]([C@@H](C/C=C/CCCC[C@H]1C[C@@H]1CCCC)O)O)O
• InChI: InChI=1S/C43H83NO5/c1-3-5-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-26-30-34-41(47)43(49)44-39(36-45)42(48)40(46)33-29-27-24-25-28-32-38-35-37(38)31-6-4-2/h27,29,37-42,45-48H,3-26,28,30-36H2,1-2H3,(H,44,49)/b29-27+/t37-,38-,39-,40+,41+,42-/m0/s1
• InChI Key: MFPIKADAVWYTIK-HOHZATDLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₈₃NO₅
• Molecular Weight: 694.10 g/mol
• Exact Mass: 693.62712475 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 15.00
• Atomic LogP (AlogP): 10.48
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 37

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8762	87.62%
Caco-2	-	0.8590	85.90%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8353	83.53%
OATP2B1 inhibitior	-	0.5643	56.43%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9157	91.57%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8629	86.29%
BSEP inhibitior	+	0.7194	71.94%
P-glycoprotein inhibitior	+	0.6094	60.94%
P-glycoprotein substrate	+	0.6074	60.74%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.6691	66.91%
CYP2C9 inhibition	-	0.7259	72.59%
CYP2C19 inhibition	-	0.8306	83.06%
CYP2D6 inhibition	-	0.6125	61.25%
CYP1A2 inhibition	-	0.5523	55.23%
CYP2C8 inhibition	-	0.6961	69.61%
CYP inhibitory promiscuity	-	0.8116	81.16%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7274	72.74%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8964	89.64%
Skin irritation	-	0.8374	83.74%
Skin corrosion	-	0.9727	97.27%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6575	65.75%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6674	66.74%
skin sensitisation	-	0.8827	88.27%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6654	66.54%
Acute Oral Toxicity (c)	III	0.6094	60.94%
Estrogen receptor binding	+	0.7537	75.37%
Androgen receptor binding	+	0.6319	63.19%
Thyroid receptor binding	-	0.6454	64.54%
Glucocorticoid receptor binding	-	0.4863	48.63%
Aromatase binding	-	0.5126	51.26%
PPAR gamma	+	0.5584	55.84%
Honey bee toxicity	-	0.9371	93.71%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6578	65.78%
Fish aquatic toxicity	+	0.6861	68.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.70%	89.76%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.99%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	97.82%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.64%	92.86%
CHEMBL4040	P28482	MAP kinase ERK2	96.79%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	94.42%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.91%	93.56%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.46%	95.58%
CHEMBL299	P17252	Protein kinase C alpha	92.15%	98.03%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	92.14%	91.81%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.19%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.81%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.44%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.76%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.38%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.27%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.24%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.18%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.93%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	85.88%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.09%	97.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	84.15%	98.33%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.10%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.52%	97.79%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.40%	98.05%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.30%	94.66%
CHEMBL2514	O95665	Neurotensin receptor 2	83.30%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.75%	95.50%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	82.63%	96.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.37%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.32%	94.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.93%	92.88%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.93%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.66%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.45%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.10%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.85%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16091637
• LOTUS: LTS0087444
• wikiData: Q105162921