(2R)-2-[(2S,5R,6S)-6-ethyl-2-hydroxy-5-(3-methylbutyl)oxan-2-yl]-2-hydroxy-N-[(6R,9R,16R,17R,20R,23S)-7-hydroxy-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-17-propan-2-yl-18-oxa-1,4,7,13,14,21,27-heptazatricyclo[21.4.0.09,14]heptacosan-16-yl]propanamide

Details

• Internal ID: 6bf282eb-aec4-4d7f-ab15-07e5274fb134
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-2-[(2S,5R,6S)-6-ethyl-2-hydroxy-5-(3-methylbutyl)oxan-2-yl]-2-hydroxy-N-[(6R,9R,16R,17R,20R,23S)-7-hydroxy-6,20-dimethyl-2,5,8,15,19,22-hexaoxo-17-propan-2-yl-18-oxa-1,4,7,13,14,21,27-heptazatricyclo[21.4.0.09,14]heptacosan-16-yl]propanamide
• SMILES (Canonical): CCC1C(CCC(O1)(C(C)(C(=O)NC2C(OC(=O)C(NC(=O)C3CCCNN3C(=O)CNC(=O)C(N(C(=O)C4CCCNN4C2=O)O)C)C)C(C)C)O)O)CCC(C)C
• SMILES (Isomeric): CC[C@H]1[C@@H](CC[C@](O1)([C@](C)(C(=O)N[C@@H]2[C@H](OC(=O)[C@H](NC(=O)[C@@H]3CCCNN3C(=O)CNC(=O)[C@H](N(C(=O)[C@H]4CCCNN4C2=O)O)C)C)C(C)C)O)O)CCC(C)C
• InChI: InChI=1S/C39H66N8O12/c1-9-28-25(15-14-21(2)3)16-17-39(56,59-28)38(8,55)37(54)44-30-31(22(4)5)58-36(53)23(6)43-33(50)26-12-10-18-41-45(26)29(48)20-40-32(49)24(7)47(57)34(51)27-13-11-19-42-46(27)35(30)52/h21-28,30-31,41-42,55-57H,9-20H2,1-8H3,(H,40,49)(H,43,50)(H,44,54)/t23-,24-,25-,26+,27-,28+,30-,31-,38+,39+/m1/s1
• InChI Key: ORTXNXVKTPOBSS-GQKCYIPASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆N₈O₁₂
• Molecular Weight: 839.00 g/mol
• Exact Mass: 838.48001957 g/mol
• Topological Polar Surface Area (TPSA): 269.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6682	66.82%
Caco-2	-	0.8549	85.49%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4192	41.92%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8381	83.81%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8186	81.86%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.8480	84.80%
CYP3A4 substrate	+	0.7343	73.43%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.6663	66.63%
CYP2C9 inhibition	-	0.7664	76.64%
CYP2C19 inhibition	-	0.7346	73.46%
CYP2D6 inhibition	-	0.8728	87.28%
CYP1A2 inhibition	-	0.8642	86.42%
CYP2C8 inhibition	+	0.7214	72.14%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5014	50.14%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.7596	75.96%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5195	51.95%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6310	63.10%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.7448	74.48%
Thyroid receptor binding	+	0.5713	57.13%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.7628	76.28%
Honey bee toxicity	-	0.6695	66.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8423	84.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.81%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	99.34%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.87%	96.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	97.91%	91.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.79%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.27%	94.45%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.53%	96.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.43%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.89%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	91.59%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.33%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.17%	98.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.10%	97.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.08%	90.93%
CHEMBL1902	P62942	FK506-binding protein 1A	89.50%	97.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.45%	90.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.36%	92.88%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.85%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.82%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.77%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.30%	95.71%
CHEMBL4072	P07858	Cathepsin B	85.98%	93.67%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.96%	97.86%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.88%	93.04%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.86%	94.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.15%	95.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	84.15%	92.12%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.85%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.81%	97.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.40%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.68%	95.58%
CHEMBL4616	Q92847	Ghrelin receptor	82.50%	92.00%
CHEMBL3401	O75469	Pregnane X receptor	82.25%	94.73%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.83%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.73%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.57%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	81.32%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.31%	97.64%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.21%	89.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.04%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163039611
• LOTUS: LTS0261994
• wikiData: Q105198445