(2R)-N-[(6R,9R,16S,17R,20R,23S)-7,21-dihydroxy-6-(methoxymethyl)-17,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptazatricyclo[21.4.0.09,14]heptacosan-16-yl]-2-[(2S,5R,6S)-5-hexyl-2-hydroxy-6-methyloxan-2-yl]-2-hydroxypropanamide

Details

• Internal ID: 7f12f66b-ff02-4f2e-b704-f5e2ac3d78bb
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-N-[(6R,9R,16S,17R,20R,23S)-7,21-dihydroxy-6-(methoxymethyl)-17,20-dimethyl-2,5,8,15,19,22-hexaoxo-18-oxa-1,4,7,13,14,21,27-heptazatricyclo[21.4.0.09,14]heptacosan-16-yl]-2-[(2S,5R,6S)-5-hexyl-2-hydroxy-6-methyloxan-2-yl]-2-hydroxypropanamide
• SMILES (Canonical): CCCCCCC1CCC(OC1C)(C(C)(C(=O)NC2C(OC(=O)C(N(C(=O)C3CCCNN3C(=O)CNC(=O)C(N(C(=O)C4CCCNN4C2=O)O)COC)O)C)C)O)O
• SMILES (Isomeric): CCCCCC[C@@H]1CC[C@](O[C@H]1C)([C@](C)(C(=O)N[C@H]2[C@H](OC(=O)[C@H](N(C(=O)[C@@H]3CCCNN3C(=O)CNC(=O)[C@H](N(C(=O)[C@H]4CCCNN4C2=O)O)COC)O)C)C)O)O
• InChI: InChI=1S/C38H64N8O14/c1-7-8-9-10-13-25-16-17-38(55,60-23(25)3)37(5,54)36(53)42-30-24(4)59-35(52)22(2)45(56)32(49)26-14-11-18-40-43(26)29(47)20-39-31(48)28(21-58-6)46(57)33(50)27-15-12-19-41-44(27)34(30)51/h22-28,30,40-41,54-57H,7-21H2,1-6H3,(H,39,48)(H,42,53)/t22-,23+,24-,25-,26+,27-,28-,30+,37+,38+/m1/s1
• InChI Key: IHQIMVZJVJTKSV-SXICYLJKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₄N₈O₁₄
• Molecular Weight: 857.00 g/mol
• Exact Mass: 856.45419875 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7011	70.11%
Caco-2	-	0.8539	85.39%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4569	45.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8296	82.96%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8494	84.94%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	+	0.8658	86.58%
CYP3A4 substrate	+	0.7400	74.00%
CYP2C9 substrate	-	0.8091	80.91%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.7436	74.36%
CYP2C9 inhibition	-	0.7530	75.30%
CYP2C19 inhibition	-	0.8006	80.06%
CYP2D6 inhibition	-	0.8459	84.59%
CYP1A2 inhibition	-	0.8440	84.40%
CYP2C8 inhibition	+	0.7845	78.45%
CYP inhibitory promiscuity	-	0.9765	97.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7603	76.03%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5220	52.20%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8346	83.46%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5349	53.49%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	+	0.8157	81.57%
Androgen receptor binding	+	0.7641	76.41%
Thyroid receptor binding	+	0.5553	55.53%
Glucocorticoid receptor binding	+	0.6512	65.12%
Aromatase binding	+	0.6138	61.38%
PPAR gamma	+	0.7544	75.44%
Honey bee toxicity	-	0.7005	70.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.7048	70.48%
Fish aquatic toxicity	+	0.6432	64.32%

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	99.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.58%	96.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	98.31%	91.03%
CHEMBL1902	P62942	FK506-binding protein 1A	96.80%	97.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.38%	91.11%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	94.75%	98.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.88%	94.45%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	93.68%	90.24%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.59%	95.89%
CHEMBL255	P29275	Adenosine A2b receptor	92.44%	98.59%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.41%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.33%	92.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.26%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.55%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.85%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	90.72%	89.63%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.31%	90.08%
CHEMBL2996	Q05655	Protein kinase C delta	89.74%	97.79%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	88.18%	96.25%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.16%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.78%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.52%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.24%	97.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.14%	96.90%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.13%	82.38%
CHEMBL5255	O00206	Toll-like receptor 4	84.05%	92.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.95%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.95%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.72%	89.00%
CHEMBL5957	P21589	5'-nucleotidase	83.04%	97.78%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.71%	95.71%
CHEMBL3524	P56524	Histone deacetylase 4	82.07%	92.97%
CHEMBL299	P17252	Protein kinase C alpha	81.89%	98.03%
CHEMBL1871	P10275	Androgen Receptor	81.60%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.88%	86.33%
CHEMBL4072	P07858	Cathepsin B	80.40%	93.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.22%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.00%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162850383
• LOTUS: LTS0219902
• wikiData: Q105113197