2-(2-acetamidopropanoylamino)-N-[2-benzyl-15-ethylidene-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-3-methylbutanamide

Details

• Internal ID: 92e999fb-12fc-400e-870a-c83e11aa4854
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-(2-acetamidopropanoylamino)-N-[2-benzyl-15-ethylidene-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-3-methylbutanamide
• SMILES (Canonical): CC=C1C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C)C)C(C)C)CC3=CC=C(C=C3)O)C)CC4=CC=CC=C4)O
• SMILES (Isomeric): CC=C1C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C(C(C)C)NC(=O)C(C)NC(=O)C)C)C(C)C)CC3=CC=C(C=C3)O)C)CC4=CC=CC=C4)O
• InChI: InChI=1S/C47H64N8O12/c1-10-32-41(60)50-33-20-21-36(58)55(45(33)64)35(23-29-14-12-11-13-15-29)46(65)54(9)34(22-30-16-18-31(57)19-17-30)42(61)52-38(25(4)5)47(66)67-27(7)39(44(63)49-32)53-43(62)37(24(2)3)51-40(59)26(6)48-28(8)56/h10-19,24-27,33-39,57-58H,20-23H2,1-9H3,(H,48,56)(H,49,63)(H,50,60)(H,51,59)(H,52,61)(H,53,62)
• InChI Key: YTNMIYTUTITMBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₄N₈O₁₂
• Molecular Weight: 933.10 g/mol
• Exact Mass: 932.46436951 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5764	57.64%
Caco-2	-	0.8671	86.71%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6560	65.60%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8140	81.40%
BSEP inhibitior	+	0.9227	92.27%
P-glycoprotein inhibitior	+	0.7514	75.14%
P-glycoprotein substrate	+	0.8820	88.20%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	+	0.5951	59.51%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.6343	63.43%
CYP2C9 inhibition	-	0.8491	84.91%
CYP2C19 inhibition	-	0.8036	80.36%
CYP2D6 inhibition	-	0.8807	88.07%
CYP1A2 inhibition	-	0.8723	87.23%
CYP2C8 inhibition	+	0.7123	71.23%
CYP inhibitory promiscuity	-	0.9273	92.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5657	56.57%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8742	87.42%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5496	54.96%
Acute Oral Toxicity (c)	III	0.6161	61.61%
Estrogen receptor binding	+	0.8230	82.30%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.6101	61.01%
Glucocorticoid receptor binding	+	0.6554	65.54%
Aromatase binding	+	0.6123	61.23%
PPAR gamma	+	0.7932	79.32%
Honey bee toxicity	-	0.7093	70.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9209	92.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL4072	P07858	Cathepsin B	99.56%	93.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	98.46%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	97.18%	89.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.55%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.68%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.48%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.69%	93.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.03%	90.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.13%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.02%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	89.49%	98.59%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.34%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	88.59%	95.93%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.56%	85.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.37%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.37%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.25%	95.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.07%	88.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.73%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.44%	93.56%
CHEMBL268	P43235	Cathepsin K	84.35%	96.85%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.64%	99.23%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.42%	89.44%
CHEMBL1949	P62937	Cyclophilin A	83.34%	98.57%
CHEMBL3837	P07711	Cathepsin L	83.09%	96.61%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.04%	93.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.97%	85.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.77%	89.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.71%	92.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.13%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78157538
• LOTUS: LTS0224960
• wikiData: Q104202062