3-[9-Ethylidene-15-[[3-(4-hydroxyphenyl)-2-[[3-methyl-2-(2-methylbut-2-enoylamino)butanoyl]amino]propanoyl]amino]-12,16-dimethyl-3-(2-methylsulfinylethyl)-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-6-yl]propanoic acid

Details

• Internal ID: bfe40171-8c47-4d8f-9f80-914625d355b7
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[9-ethylidene-15-[[3-(4-hydroxyphenyl)-2-[[3-methyl-2-(2-methylbut-2-enoylamino)butanoyl]amino]propanoyl]amino]-12,16-dimethyl-3-(2-methylsulfinylethyl)-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-6-yl]propanoic acid
• SMILES (Canonical): CC=C1C(=O)NC(C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)N1)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(C(C)C)NC(=O)C(=CC)C)C)CCS(=O)C)CCC(=O)O
• SMILES (Isomeric): CC=C1C(=O)NC(C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)N1)C)NC(=O)C(CC2=CC=C(C=C2)O)NC(=O)C(C(C)C)NC(=O)C(=CC)C)C)CCS(=O)C)CCC(=O)O
• InChI: InChI=1S/C40H57N7O13S/c1-9-21(5)33(51)46-31(20(3)4)38(56)45-29(19-24-11-13-25(48)14-12-24)37(55)47-32-23(7)60-40(58)28(17-18-61(8)59)44-36(54)27(15-16-30(49)50)43-35(53)26(10-2)42-34(52)22(6)41-39(32)57/h9-14,20,22-23,27-29,31-32,48H,15-19H2,1-8H3,(H,41,57)(H,42,52)(H,43,53)(H,44,54)(H,45,56)(H,46,51)(H,47,55)(H,49,50)
• InChI Key: LNZZAPVTOPDKIB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₇N₇O₁₃S
• Molecular Weight: 876.00 g/mol
• Exact Mass: 875.37350607 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 12
• H-Bond Donor: 9
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8537	85.37%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5036	50.36%
OATP2B1 inhibitior	+	0.5638	56.38%
OATP1B1 inhibitior	+	0.7926	79.26%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8912	89.12%
P-glycoprotein inhibitior	+	0.7518	75.18%
P-glycoprotein substrate	+	0.8753	87.53%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	0.5958	59.58%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	-	0.5719	57.19%
CYP2C9 inhibition	-	0.7802	78.02%
CYP2C19 inhibition	-	0.7692	76.92%
CYP2D6 inhibition	-	0.8927	89.27%
CYP1A2 inhibition	-	0.8073	80.73%
CYP2C8 inhibition	+	0.7401	74.01%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6300	63.00%
Carcinogenicity (trinary)	Non-required	0.6066	60.66%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.7630	76.30%
Skin corrosion	-	0.9168	91.68%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4100	41.00%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4790	47.90%
Acute Oral Toxicity (c)	III	0.5999	59.99%
Estrogen receptor binding	+	0.8197	81.97%
Androgen receptor binding	+	0.7337	73.37%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.5941	59.41%
Aromatase binding	+	0.5933	59.33%
PPAR gamma	+	0.7508	75.08%
Honey bee toxicity	-	0.7033	70.33%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8937	89.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.41%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL3837	P07711	Cathepsin L	98.25%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.89%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	95.83%	83.82%
CHEMBL4072	P07858	Cathepsin B	95.60%	93.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.75%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.35%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.24%	93.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.22%	90.08%
CHEMBL1255126	O15151	Protein Mdm4	92.78%	90.20%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.30%	85.11%
CHEMBL236	P41143	Delta opioid receptor	89.82%	99.35%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.56%	90.93%
CHEMBL2514	O95665	Neurotensin receptor 2	88.70%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.01%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.59%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.53%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	87.33%	95.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.28%	96.90%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.25%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.05%	95.50%
CHEMBL3468	P55210	Caspase-7	83.78%	95.68%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.78%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.18%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.92%	97.64%
CHEMBL1944	P08473	Neprilysin	82.38%	92.63%
CHEMBL3308	P55212	Caspase-6	81.78%	97.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.33%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.21%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.52%	89.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.35%	85.00%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.03%	97.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75080547
• LOTUS: LTS0211972
• wikiData: Q104171150