Cepaciamide A

Details

• Internal ID: f8ff7c70-5bac-438d-9cd8-b61c220917cf
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: [(3R)-1-oxo-1-[[(3R)-2-oxopiperidin-3-yl]amino]hexadecan-3-yl] (2R)-4-[(1S,2R)-2-dodecylcyclopropyl]-2-hydroxybutanoate
• InChI: InChI=1S/C40H74N2O5/c1-3-5-7-9-11-13-15-17-19-21-23-26-35(32-38(44)42-36-27-24-30-41-39(36)45)47-40(46)37(43)29-28-34-31-33(34)25-22-20-18-16-14-12-10-8-6-4-2/h33-37,43H,3-32H2,1-2H3,(H,41,45)(H,42,44)/t33-,34+,35-,36-,37-/m1/s1
• InChI Key: SHFIKHVKZZBOIT-QDVRJJOPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₇₄N₂O₅
• Molecular Weight: 663.00 g/mol
• Exact Mass: 662.55977347 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 13.40
• Atomic LogP (AlogP): 9.47
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 31

Synonyms

• CHEBI:217806
• [(3R)-1-oxo-1-[[(3R)-2-oxopiperidin-3-yl]amino]hexadecan-3-yl] (2R)-4-[(1S,2R)-2-dodecylcyclopropyl]-2-hydroxybutanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5408	54.08%
Caco-2	-	0.8281	82.81%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7594	75.94%
OATP2B1 inhibitior	-	0.5595	55.95%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8556	85.56%
P-glycoprotein inhibitior	+	0.6470	64.70%
P-glycoprotein substrate	+	0.7244	72.44%
CYP3A4 substrate	+	0.6635	66.35%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8455	84.55%
CYP3A4 inhibition	-	0.9395	93.95%
CYP2C9 inhibition	-	0.9169	91.69%
CYP2C19 inhibition	-	0.9114	91.14%
CYP2D6 inhibition	-	0.9130	91.30%
CYP1A2 inhibition	-	0.9165	91.65%
CYP2C8 inhibition	+	0.4735	47.35%
CYP inhibitory promiscuity	-	0.9679	96.79%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6889	68.89%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8792	87.92%
Skin irritation	-	0.7622	76.22%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5828	58.28%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8855	88.55%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6502	65.02%
Acute Oral Toxicity (c)	III	0.6730	67.30%
Estrogen receptor binding	+	0.7343	73.43%
Androgen receptor binding	+	0.6636	66.36%
Thyroid receptor binding	-	0.5770	57.70%
Glucocorticoid receptor binding	+	0.6136	61.36%
Aromatase binding	+	0.6147	61.47%
PPAR gamma	+	0.5268	52.68%
Honey bee toxicity	-	0.9087	90.87%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5826	58.26%
Fish aquatic toxicity	-	0.4566	45.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.01%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.75%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.66%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	96.42%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.69%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	94.69%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.49%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.63%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	92.66%	98.59%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.51%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.49%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.25%	90.08%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	91.13%	91.81%
CHEMBL299	P17252	Protein kinase C alpha	90.05%	98.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.81%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.11%	96.61%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.73%	94.50%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.76%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.63%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.77%	94.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.45%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.41%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	84.34%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.04%	93.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.91%	97.64%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.77%	89.34%
CHEMBL1075317	P61964	WD repeat-containing protein 5	82.32%	96.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.09%	99.23%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.95%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.20%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.12%	93.03%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.94%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	80.53%	95.71%
CHEMBL230	P35354	Cyclooxygenase-2	80.34%	89.63%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.17%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10723054
• LOTUS: LTS0147171
• wikiData: Q77501032