2-[(3S,6S,9Z,12S,15S,18R,24R,27S)-24-(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-1,2-dihydroxyethyl]-27-(3,4-dihydroxytetradecanoylamino)-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid

Details

• Internal ID: 5e0e16e5-1617-4500-9417-1ee6f66292dc
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(3S,6S,9Z,12S,15S,18R,24R,27S)-24-(2-aminoethyl)-15-(3-aminopropyl)-3-[(1S)-1,2-dihydroxyethyl]-27-(3,4-dihydroxytetradecanoylamino)-9-ethylidene-12-[(1S)-1-hydroxyethyl]-18-(2-hydroxyethyl)-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclooctacos-6-yl]-2-hydroxyacetic acid
• InChI: InChI=1S/C48H83N11O20/c1-4-6-7-8-9-10-11-12-15-31(63)32(64)21-34(66)53-30-24-79-48(78)37(33(65)23-61)58-46(75)38(39(68)47(76)77)59-41(70)26(5-2)54-45(74)36(25(3)62)57-43(72)27(14-13-18-49)55-42(71)29(17-20-60)52-35(67)22-51-40(69)28(16-19-50)56-44(30)73/h5,25,27-33,36-39,60-65,68H,4,6-24,49-50H2,1-3H3,(H,51,69)(H,52,67)(H,53,66)(H,54,74)(H,55,71)(H,56,73)(H,57,72)(H,58,75)(H,59,70)(H,76,77)/b26-5-/t25-,27-,28+,29+,30-,31?,32?,33+,36-,37-,38-,39?/m0/s1
• InChI Key: YMKFXEOSAGJWLN-MTAXEKJTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₃N₁₁O₂₀
• Molecular Weight: 1134.20 g/mol
• Exact Mass: 1133.58158408 g/mol
• Topological Polar Surface Area (TPSA): 519.00 Ų
• XlogP: -5.00
• Atomic LogP (AlogP): -7.63
• H-Bond Acceptor: 21
• H-Bond Donor: 19
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6294	62.94%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4934	49.34%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8205	82.05%
OATP1B3 inhibitior	+	0.9134	91.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8682	86.82%
P-glycoprotein inhibitior	+	0.7405	74.05%
P-glycoprotein substrate	+	0.8672	86.72%
CYP3A4 substrate	+	0.7201	72.01%
CYP2C9 substrate	-	0.8013	80.13%
CYP2D6 substrate	-	0.8529	85.29%
CYP3A4 inhibition	-	0.8162	81.62%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9070	90.70%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.8969	89.69%
CYP2C8 inhibition	+	0.7100	71.00%
CYP inhibitory promiscuity	-	0.9864	98.64%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5472	54.72%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.7558	75.58%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6617	66.17%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5478	54.78%
skin sensitisation	-	0.8535	85.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.6868	68.68%
Estrogen receptor binding	+	0.7342	73.42%
Androgen receptor binding	+	0.7028	70.28%
Thyroid receptor binding	-	0.5058	50.58%
Glucocorticoid receptor binding	+	0.5850	58.50%
Aromatase binding	+	0.6449	64.49%
PPAR gamma	+	0.7246	72.46%
Honey bee toxicity	-	0.7540	75.40%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5439	54.39%
Fish aquatic toxicity	-	0.4117	41.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.99%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.43%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.48%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.77%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	96.94%	89.63%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	96.67%	96.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	96.38%	92.88%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.81%	97.29%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	95.68%	96.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.61%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.26%	93.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	95.18%	95.50%
CHEMBL3038469	P24941	CDK2/Cyclin A	94.15%	91.38%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	94.04%	95.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.87%	97.09%
CHEMBL236	P41143	Delta opioid receptor	93.86%	99.35%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.51%	95.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.90%	95.93%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.48%	92.86%
CHEMBL299	P17252	Protein kinase C alpha	92.42%	98.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.30%	96.90%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.15%	96.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.62%	90.08%
CHEMBL3837	P07711	Cathepsin L	91.22%	96.61%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.18%	94.66%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.86%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.32%	89.34%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.19%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.56%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.33%	93.00%
CHEMBL4581	P52732	Kinesin-like protein 1	89.25%	93.18%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.68%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.54%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	87.64%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.50%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.05%	91.24%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.03%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.95%	91.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL2514	O95665	Neurotensin receptor 2	83.38%	100.00%
CHEMBL3384	Q16512	Protein kinase N1	83.00%	80.71%
CHEMBL1801	P00747	Plasminogen	82.92%	92.44%
CHEMBL3401	O75469	Pregnane X receptor	82.87%	94.73%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.52%	92.32%
CHEMBL2885	P07451	Carbonic anhydrase III	82.49%	87.45%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	82.46%	94.55%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.92%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.86%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	81.85%	98.59%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.50%	97.14%
CHEMBL1075317	P61964	WD repeat-containing protein 5	81.33%	96.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.17%	94.75%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.10%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.85%	95.56%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	80.66%	97.25%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.44%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101623467
• LOTUS: LTS0224686
• wikiData: Q105350574