[(3S,6S,9S,12R,13R,14R,15R)-13-hydroxy-12,14-dimethyl-2,5,8,11-tetraoxo-9-propan-2-yl-6-[(1R)-1-sulfooxyethyl]-15-tridecyl-1-oxa-4,7,10-triazacyclopentadec-3-yl]methyl acetate

Details

• Internal ID: fd2d8201-95ad-44a6-996f-56d38b722c05
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(3S,6S,9S,12R,13R,14R,15R)-13-hydroxy-12,14-dimethyl-2,5,8,11-tetraoxo-9-propan-2-yl-6-[(1R)-1-sulfooxyethyl]-15-tridecyl-1-oxa-4,7,10-triazacyclopentadec-3-yl]methyl acetate
• SMILES (Canonical): CCCCCCCCCCCCCC1C(C(C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)COC(=O)C)C(C)OS(=O)(=O)O)C(C)C)C)O)C
• SMILES (Isomeric): CCCCCCCCCCCCC[C@@H]1[C@@H]([C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O1)COC(=O)C)[C@@H](C)OS(=O)(=O)O)C(C)C)C)O)C
• InChI: InChI=1S/C34H61N3O12S/c1-8-9-10-11-12-13-14-15-16-17-18-19-27-22(4)30(39)23(5)31(40)36-28(21(2)3)32(41)37-29(24(6)49-50(44,45)46)33(42)35-26(34(43)48-27)20-47-25(7)38/h21-24,26-30,39H,8-20H2,1-7H3,(H,35,42)(H,36,40)(H,37,41)(H,44,45,46)/t22-,23+,24+,26-,27+,28-,29-,30+/m0/s1
• InChI Key: VUMYBJFFBNXPOV-RFYOCORYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₆₁N₃O₁₂S
• Molecular Weight: 735.90 g/mol
• Exact Mass: 735.39759556 g/mol
• Topological Polar Surface Area (TPSA): 232.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5718	57.18%
Caco-2	-	0.8513	85.13%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5145	51.45%
OATP2B1 inhibitior	-	0.5723	57.23%
OATP1B1 inhibitior	+	0.8415	84.15%
OATP1B3 inhibitior	+	0.9167	91.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8945	89.45%
P-glycoprotein inhibitior	+	0.7268	72.68%
P-glycoprotein substrate	+	0.7272	72.72%
CYP3A4 substrate	+	0.6495	64.95%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.8573	85.73%
CYP2C9 inhibition	-	0.7878	78.78%
CYP2C19 inhibition	-	0.7422	74.22%
CYP2D6 inhibition	-	0.8800	88.00%
CYP1A2 inhibition	-	0.7906	79.06%
CYP2C8 inhibition	-	0.5938	59.38%
CYP inhibitory promiscuity	-	0.9726	97.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.6056	60.56%
Eye corrosion	-	0.9716	97.16%
Eye irritation	-	0.9064	90.64%
Skin irritation	-	0.7676	76.76%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5355	53.55%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5640	56.40%
skin sensitisation	-	0.8199	81.99%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4659	46.59%
Acute Oral Toxicity (c)	III	0.5783	57.83%
Estrogen receptor binding	+	0.8120	81.20%
Androgen receptor binding	+	0.6660	66.60%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7419	74.19%
Aromatase binding	+	0.6813	68.13%
PPAR gamma	+	0.6842	68.42%
Honey bee toxicity	-	0.8391	83.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7902	79.02%
Fish aquatic toxicity	+	0.9203	92.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.61%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.75%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.10%	90.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.48%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	90.67%	97.79%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.04%	97.29%
CHEMBL1949	P62937	Cyclophilin A	89.13%	98.57%
CHEMBL5255	O00206	Toll-like receptor 4	88.50%	92.50%
CHEMBL1937	Q92769	Histone deacetylase 2	88.27%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.13%	96.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.02%	96.90%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.77%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.60%	94.73%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.77%	95.50%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.71%	91.81%
CHEMBL4040	P28482	MAP kinase ERK2	85.45%	83.82%
CHEMBL255	P29275	Adenosine A2b receptor	85.42%	98.59%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.00%	80.33%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.07%	92.32%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.90%	93.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.77%	92.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.67%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.49%	99.23%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	83.03%	90.24%
CHEMBL299	P17252	Protein kinase C alpha	83.01%	98.03%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.86%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.51%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.48%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.01%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.99%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.74%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.57%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.23%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.01%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.72%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101672740
• LOTUS: LTS0248973
• wikiData: Q59315862