Aselacin B

Details

• Internal ID: d2d76808-8d8f-408b-bb6c-e8f2bbdd6fe3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-N-[(6R,9R,16S,17R)-6-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-17-methyl-2,5,8,11,15-pentaoxo-1-oxa-4,7,10,14-tetrazacycloheptadec-16-yl]-2-[[(10E,12E)-17-hydroxy-9-oxooctadeca-10,12-dienoyl]amino]pentanediamide
• InChI: InChI=1S/C46H66N8O12/c1-29(56)15-9-5-3-6-10-16-32(57)17-11-7-4-8-12-20-39(59)51-35(21-22-38(47)58)44(63)54-42-30(2)66-41(61)27-50-43(62)37(28-55)53-45(64)36(52-40(60)23-24-48-46(42)65)25-31-26-49-34-19-14-13-18-33(31)34/h3,6,10,13-14,16,18-19,26,29-30,35-37,42,49,55-56H,4-5,7-9,11-12,15,17,20-25,27-28H2,1-2H3,(H2,47,58)(H,48,65)(H,50,62)(H,51,59)(H,52,60)(H,53,64)(H,54,63)/b6-3+,16-10+/t29?,30-,35-,36-,37-,42+/m1/s1
• InChI Key: YUBIUAUSTIXPQN-SBPAWIRTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₆N₈O₁₂
• Molecular Weight: 923.10 g/mol
• Exact Mass: 922.48001957 g/mol
• Topological Polar Surface Area (TPSA): 317.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 23

Synonyms

• (2R)-N-[(6R,9R,16S,17R)-6-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-17-methyl-2,5,8,11,15-pentaoxo-1-oxa-4,7,10,14-tetrazacycloheptadec-16-yl]-2-[[(10E,12E)-17-hydroxy-9-oxooctadeca-10,12-dienoyl]amino]pentanediamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8378	83.78%
Caco-2	-	0.8651	86.51%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3129	31.29%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8317	83.17%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.8639	86.39%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9595	95.95%
P-glycoprotein inhibitior	+	0.7497	74.97%
P-glycoprotein substrate	+	0.8517	85.17%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.8319	83.19%
CYP2C9 inhibition	-	0.9413	94.13%
CYP2C19 inhibition	-	0.9049	90.49%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9339	93.39%
CYP2C8 inhibition	+	0.7147	71.47%
CYP inhibitory promiscuity	-	0.9236	92.36%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6101	61.01%
skin sensitisation	-	0.8732	87.32%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6718	67.18%
Acute Oral Toxicity (c)	III	0.5970	59.70%
Estrogen receptor binding	+	0.8015	80.15%
Androgen receptor binding	+	0.6360	63.60%
Thyroid receptor binding	+	0.5367	53.67%
Glucocorticoid receptor binding	-	0.5089	50.89%
Aromatase binding	+	0.6123	61.23%
PPAR gamma	+	0.7263	72.63%
Honey bee toxicity	-	0.6709	67.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5131	51.31%
Fish aquatic toxicity	+	0.8708	87.08%

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	99.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.14%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.01%	99.17%
CHEMBL1829	O15379	Histone deacetylase 3	96.49%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.33%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.22%	89.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.08%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.49%	90.08%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.08%	93.99%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.98%	96.47%
CHEMBL325	Q13547	Histone deacetylase 1	91.23%	95.92%
CHEMBL1937	Q92769	Histone deacetylase 2	90.43%	94.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.21%	98.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.85%	99.23%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.47%	83.10%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.32%	91.81%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.42%	92.94%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	87.93%	95.20%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	87.45%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.36%	97.64%
CHEMBL3401	O75469	Pregnane X receptor	87.03%	94.73%
CHEMBL259	P32245	Melanocortin receptor 4	86.59%	95.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.11%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.46%	96.90%
CHEMBL255	P29275	Adenosine A2b receptor	84.01%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.00%	94.66%
CHEMBL4040	P28482	MAP kinase ERK2	83.66%	83.82%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.59%	96.31%
CHEMBL2535	P11166	Glucose transporter	82.28%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.99%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.39%	92.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.34%	89.50%
CHEMBL4608	P33032	Melanocortin receptor 5	80.96%	97.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.62%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.41%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9811589
• LOTUS: LTS0016820
• wikiData: Q77370608