2-[(2R,3R,6R)-2-ethyl-6-hydroxy-6-[(2S)-2-hydroxy-1-[[(3R,13R,20S,21S,24S,27S)-24-[(1R)-1-hydroxyethyl]-2,9,12,19,23,26-hexaoxo-21-propan-2-yl-22-oxa-1,7,8,11,17,18,25,31-octazatetracyclo[25.4.0.03,8.013,18]hentriacontan-20-yl]amino]-1-oxopropan-2-yl]oxan-3-yl]acetic acid

Details

• Internal ID: 9bc1d93d-680c-4dc1-9df6-d0a2e112f741
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(2R,3R,6R)-2-ethyl-6-hydroxy-6-[(2S)-2-hydroxy-1-[[(3R,13R,20S,21S,24S,27S)-24-[(1R)-1-hydroxyethyl]-2,9,12,19,23,26-hexaoxo-21-propan-2-yl-22-oxa-1,7,8,11,17,18,25,31-octazatetracyclo[25.4.0.03,8.013,18]hentriacontan-20-yl]amino]-1-oxopropan-2-yl]oxan-3-yl]acetic acid
• SMILES (Canonical): CCC1C(CCC(O1)(C(C)(C(=O)NC2C(OC(=O)C(NC(=O)C3CCCNN3C(=O)C4CCCNN4C(=O)CNC(=O)C5CCCNN5C2=O)C(C)O)C(C)C)O)O)CC(=O)O
• 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)[C@H]4CCCNN4C(=O)CNC(=O)[C@H]5CCCNN5C2=O)[C@@H](C)O)C(C)C)O)O)CC(=O)O
• InChI: InChI=1S/C39H63N9O14/c1-6-26-22(18-28(51)52)13-14-39(60,62-26)38(5,59)37(58)45-30-31(20(2)3)61-36(57)29(21(4)49)44-33(54)24-11-8-16-42-47(24)34(55)25-12-9-15-41-46(25)27(50)19-40-32(53)23-10-7-17-43-48(23)35(30)56/h20-26,29-31,41-43,49,59-60H,6-19H2,1-5H3,(H,40,53)(H,44,54)(H,45,58)(H,51,52)/t21-,22-,23-,24+,25-,26-,29+,30+,31+,38-,39-/m1/s1
• InChI Key: XPSFXRDPHKMUOE-OYNRAVSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₃N₉O₁₄
• Molecular Weight: 882.00 g/mol
• Exact Mass: 881.44944772 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -3.36
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8254	82.54%
Caco-2	-	0.8564	85.64%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5054	50.54%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.8406	84.06%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7554	75.54%
P-glycoprotein inhibitior	+	0.7430	74.30%
P-glycoprotein substrate	+	0.8248	82.48%
CYP3A4 substrate	+	0.7162	71.62%
CYP2C9 substrate	-	0.6116	61.16%
CYP2D6 substrate	-	0.8665	86.65%
CYP3A4 inhibition	-	0.8940	89.40%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.8120	81.20%
CYP2D6 inhibition	-	0.8923	89.23%
CYP1A2 inhibition	-	0.9079	90.79%
CYP2C8 inhibition	+	0.6707	67.07%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5339	53.39%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5217	52.17%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8433	84.33%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6787	67.87%
Acute Oral Toxicity (c)	III	0.6101	61.01%
Estrogen receptor binding	+	0.8120	81.20%
Androgen receptor binding	+	0.7211	72.11%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.6108	61.08%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.7283	72.83%
Honey bee toxicity	-	0.7254	72.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.6888	68.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.37%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.31%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.41%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.93%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.90%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.86%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	97.13%	91.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.74%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.67%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.62%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	92.32%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.04%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.47%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.44%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.38%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	89.90%	97.05%
CHEMBL255	P29275	Adenosine A2b receptor	89.21%	98.59%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	89.16%	97.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.42%	92.88%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.41%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.15%	99.23%
CHEMBL4072	P07858	Cathepsin B	86.87%	93.67%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.46%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.40%	93.03%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.09%	95.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.09%	82.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.05%	96.90%
CHEMBL226	P30542	Adenosine A1 receptor	84.88%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.40%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.60%	93.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.14%	97.33%
CHEMBL261	P00915	Carbonic anhydrase I	82.71%	96.76%
CHEMBL3384	Q16512	Protein kinase N1	81.65%	80.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.11%	92.62%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.95%	95.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.13%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195514
• LOTUS: LTS0029773
• wikiData: Q105338974