(3S,6S,12S,15R,18R,21E,24S,25S,26R)-12-benzyl-6-[(2S)-butan-2-yl]-26-[(E)-but-2-en-2-yl]-24-hydroxy-3,10,13,15,21,25-hexamethyl-18-(2-methylpropyl)-1,19-dioxa-4,7,10,13,16-pentazacyclohexacos-21-ene-2,5,8,11,14,17,20-heptone

Details

• Internal ID: d15a6370-4080-482c-b200-37f7aba13c69
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,12S,15R,18R,21E,24S,25S,26R)-12-benzyl-6-[(2S)-butan-2-yl]-26-[(E)-but-2-en-2-yl]-24-hydroxy-3,10,13,15,21,25-hexamethyl-18-(2-methylpropyl)-1,19-dioxa-4,7,10,13,16-pentazacyclohexacos-21-ene-2,5,8,11,14,17,20-heptone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)OC(C(C(CC=C(C(=O)OC(C(=O)NC(C(=O)N(C(C(=O)N(CC(=O)N1)C)CC2=CC=CC=C2)C)C)CC(C)C)C)O)C)C(=CC)C)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)O[C@H]([C@H]([C@H](C/C=C(/C(=O)O[C@@H](C(=O)N[C@@H](C(=O)N([C@H](C(=O)N(CC(=O)N1)C)CC2=CC=CC=C2)C)C)CC(C)C)\C)O)C)/C(=C/C)/C)C
• InChI: InChI=1S/C44H67N5O10/c1-13-26(5)37-40(53)46-31(10)44(57)59-38(27(6)14-2)29(8)34(50)21-20-28(7)43(56)58-35(22-25(3)4)39(52)45-30(9)41(54)49(12)33(23-32-18-16-15-17-19-32)42(55)48(11)24-36(51)47-37/h14-20,25-26,29-31,33-35,37-38,50H,13,21-24H2,1-12H3,(H,45,52)(H,46,53)(H,47,51)/b27-14+,28-20+/t26-,29-,30+,31-,33-,34-,35+,37-,38-/m0/s1
• InChI Key: JUJXAYASADIXIM-LUKZKERZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₆₇N₅O₁₀
• Molecular Weight: 826.00 g/mol
• Exact Mass: 825.48879335 g/mol
• Topological Polar Surface Area (TPSA): 201.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7604	76.04%
Caco-2	-	0.8539	85.39%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4620	46.20%
OATP2B1 inhibitior	-	0.5686	56.86%
OATP1B1 inhibitior	+	0.7806	78.06%
OATP1B3 inhibitior	+	0.8497	84.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7948	79.48%
P-glycoprotein inhibitior	+	0.7854	78.54%
P-glycoprotein substrate	+	0.8129	81.29%
CYP3A4 substrate	+	0.7071	70.71%
CYP2C9 substrate	-	0.5736	57.36%
CYP2D6 substrate	-	0.8836	88.36%
CYP3A4 inhibition	-	0.7128	71.28%
CYP2C9 inhibition	-	0.8830	88.30%
CYP2C19 inhibition	-	0.8588	85.88%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.8736	87.36%
CYP2C8 inhibition	+	0.6632	66.32%
CYP inhibitory promiscuity	-	0.9934	99.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5573	55.73%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.7596	75.96%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	+	0.5168	51.68%
Human Ether-a-go-go-Related Gene inhibition	+	0.6781	67.81%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	-	0.8613	86.13%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7648	76.48%
Acute Oral Toxicity (c)	III	0.6726	67.26%
Estrogen receptor binding	+	0.8148	81.48%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.6100	61.00%
PPAR gamma	+	0.7866	78.66%
Honey bee toxicity	-	0.7231	72.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8693	86.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.63%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.83%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.47%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	93.65%	94.73%
CHEMBL1949	P62937	Cyclophilin A	93.26%	98.57%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.10%	93.99%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.10%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.19%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.90%	85.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.73%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.83%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.34%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.82%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.81%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	86.88%	95.93%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	86.35%	95.48%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.36%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.52%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	84.33%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.32%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.72%	88.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.01%	89.67%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.88%	90.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.87%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.61%	90.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.39%	96.47%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	80.27%	93.85%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185361
• LOTUS: LTS0230421
• wikiData: Q105135278