Aculeacin A

Details

• Internal ID: 3e10ae52-726f-48ab-97d7-901a458eb6c7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S,26S)-3-[(1R)-3-amino-1-hydroxy-3-oxopropyl]-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-15-[(1R)-1-hydroxyethyl]-26-methyl-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]hexadecanamide
• InChI: InChI=1S/C51H82N8O17/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-37(66)53-32-23-35(64)47(72)57-49(74)41-42(67)27(2)25-59(41)51(76)39(34(63)24-36(52)65)55-48(73)40(44(69)43(68)29-18-20-30(61)21-19-29)56-46(71)33-22-31(62)26-58(33)50(75)38(28(3)60)54-45(32)70/h18-21,27-28,31-35,38-44,47,60-64,67-69,72H,4-17,22-26H2,1-3H3,(H2,52,65)(H,53,66)(H,54,70)(H,55,73)(H,56,71)(H,57,74)/t27-,28+,31+,32-,33-,34+,35+,38-,39-,40-,41-,42-,43-,44-,47+/m0/s1
• InChI Key: FBCLKBXYZRAXNA-PDIPHZEPSA-N
• Popularity: 39 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂N₈O₁₇
• Molecular Weight: 1079.20 g/mol
• Exact Mass: 1078.57979318 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -2.81
• H-Bond Acceptor: 17
• H-Bond Donor: 15
• Rotatable Bonds: 22

Synonyms

• C01776
• Q27105671
• Echinocandin B, 1-((4R,5R)-4,5-dihydroxy-N(sup 2)-(1-oxohexadecyl)-L-ornithine)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6320	63.20%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4003	40.03%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8168	81.68%
OATP1B3 inhibitior	+	0.9206	92.06%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8325	83.25%
P-glycoprotein inhibitior	+	0.7380	73.80%
P-glycoprotein substrate	+	0.8829	88.29%
CYP3A4 substrate	+	0.7182	71.82%
CYP2C9 substrate	-	0.6142	61.42%
CYP2D6 substrate	-	0.8115	81.15%
CYP3A4 inhibition	-	0.9173	91.73%
CYP2C9 inhibition	-	0.9384	93.84%
CYP2C19 inhibition	-	0.9037	90.37%
CYP2D6 inhibition	-	0.8859	88.59%
CYP1A2 inhibition	-	0.9478	94.78%
CYP2C8 inhibition	+	0.8641	86.41%
CYP inhibitory promiscuity	-	0.9766	97.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6241	62.41%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3995	39.95%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6675	66.75%
skin sensitisation	-	0.8724	87.24%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6513	65.13%
Acute Oral Toxicity (c)	III	0.6486	64.86%
Estrogen receptor binding	+	0.7798	77.98%
Androgen receptor binding	+	0.7101	71.01%
Thyroid receptor binding	+	0.5625	56.25%
Glucocorticoid receptor binding	+	0.6280	62.80%
Aromatase binding	+	0.5952	59.52%
PPAR gamma	+	0.7774	77.74%
Honey bee toxicity	-	0.7559	75.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6265	62.65%
Fish aquatic toxicity	+	0.7814	78.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	97.74%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.49%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.55%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.51%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.19%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.98%	95.00%
CHEMBL299	P17252	Protein kinase C alpha	92.25%	98.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.35%	85.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.67%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.55%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.79%	92.08%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.49%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.15%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.73%	95.56%
CHEMBL256	P0DMS8	Adenosine A3 receptor	87.11%	95.93%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	86.68%	96.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.22%	89.62%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.08%	85.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.77%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.74%	96.61%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.63%	97.23%
CHEMBL2514	O95665	Neurotensin receptor 2	84.38%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	84.07%	98.59%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.38%	94.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.08%	96.47%
CHEMBL2535	P11166	Glucose transporter	83.05%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.61%	90.17%
CHEMBL5255	O00206	Toll-like receptor 4	82.51%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.75%	99.23%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.30%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.56%	89.50%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.33%	97.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53297328
• LOTUS: LTS0174740
• wikiData: Q27105671