(2S)-N-[(6S,9R,16S,17S,20R,23S)-7,21-Dihydroxy-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]-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-6-methyl-5-[(2S)-2-methylbutyl]oxan-2-yl]propanamide

Details

• Internal ID: 4443a299-d6d3-48dd-b090-1bf57f9e5669
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-N-[(6S,9R,16S,17S,20R,23S)-7,21-dihydroxy-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]-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-6-methyl-5-[(2S)-2-methylbutyl]oxan-2-yl]propanamide
• SMILES (Canonical): CCC(C)CC1CCC(OC1C)(C(C)(C(=O)NC2C(OC(=O)C(N(C(=O)C3CCCNN3C(=O)CNC(=O)C(N(C(=O)C4CCCNN4C2=O)O)C)O)C)C(C)C)O)O
• SMILES (Isomeric): CC[C@H](C)C[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)C)O)C)C(C)C)O)O
• InChI: InChI=1S/C38H64N8O13/c1-9-21(4)18-25-14-15-38(55,59-24(25)7)37(8,54)36(53)42-29-30(20(2)3)58-35(52)23(6)46(57)32(49)26-12-10-16-40-43(26)28(47)19-39-31(48)22(5)45(56)33(50)27-13-11-17-41-44(27)34(29)51/h20-27,29-30,40-41,54-57H,9-19H2,1-8H3,(H,39,48)(H,42,53)/t21-,22-,23+,24+,25+,26-,27+,29-,30-,37+,38+/m0/s1
• InChI Key: ZJZOPNINWIGNQW-SYYWPETLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₄N₈O₁₃
• Molecular Weight: 841.00 g/mol
• Exact Mass: 840.45928413 g/mol
• Topological Polar Surface Area (TPSA): 280.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.94
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• CHEMBL602986
• L 156602
• 125228-51-5
• BDBM50212588
• (2S)-N-[(6S,9R,16S,17S,20R,23S)-7,21-Dihydroxy-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]-2-hydroxy-2-[(2R,5R,6R)-2-hydroxy-6-methyl-5-[(2S)-2-methylbutyl]oxan-2-yl]propanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6682	66.82%
Caco-2	-	0.8546	85.46%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4192	41.92%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8508	85.08%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7786	77.86%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.8512	85.12%
CYP3A4 substrate	+	0.7239	72.39%
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	+	0.6676	66.76%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5014	50.14%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.7596	75.96%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5255	52.55%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6814	68.14%
Acute Oral Toxicity (c)	III	0.6093	60.93%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	+	0.5852	58.52%
Glucocorticoid receptor binding	+	0.7183	71.83%
Aromatase binding	+	0.6182	61.82%
PPAR gamma	+	0.7821	78.21%
Honey bee toxicity	-	0.6941	69.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
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	99.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	97.35%	91.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.61%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.68%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.74%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	92.07%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.64%	95.89%
CHEMBL4072	P07858	Cathepsin B	90.07%	93.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.98%	97.14%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.65%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.81%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	88.64%	98.59%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.54%	93.04%
CHEMBL333	P08253	Matrix metalloproteinase-2	87.47%	96.31%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.26%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.33%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.28%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.08%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.76%	90.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.56%	92.88%
CHEMBL1902	P62942	FK506-binding protein 1A	85.22%	97.05%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.91%	97.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.90%	94.33%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.99%	92.12%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.83%	95.50%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.27%	98.99%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.11%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.04%	93.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.68%	96.90%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.57%	91.07%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.06%	96.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.05%	89.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.96%	92.78%
CHEMBL1914	P06276	Butyrylcholinesterase	81.06%	95.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.05%	94.66%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14588192
• LOTUS: LTS0191024
• wikiData: Q77571356