2-[[2-Acetamido-3-(4-hydroxyphenyl)propanoyl]amino]-5-[[5-benzyl-8-butan-2-yl-21-hydroxy-15-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-2-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-5-oxopentanoic acid

Details

• Internal ID: fd32f050-5082-4f32-95ad-d0271af088a1
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[[2-acetamido-3-(4-hydroxyphenyl)propanoyl]amino]-5-[[5-benzyl-8-butan-2-yl-21-hydroxy-15-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-2-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-5-oxopentanoic acid
• InChI: InChI=1S/C55H72N8O15/c1-8-30(4)45-55(77)78-31(5)46(60-43(67)24-22-39(54(75)76)58-48(69)40(56-32(6)64)26-34-14-18-36(65)19-15-34)51(72)59-41(27-35-16-20-37(66)21-17-35)49(70)57-38-23-25-44(68)63(52(38)73)47(29(2)3)53(74)62(7)42(50(71)61-45)28-33-12-10-9-11-13-33/h9-21,29-31,38-42,44-47,65-66,68H,8,22-28H2,1-7H3,(H,56,64)(H,57,70)(H,58,69)(H,59,72)(H,60,67)(H,61,71)(H,75,76)
• InChI Key: ROXJSZHCCCSPST-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₇₂N₈O₁₅
• Molecular Weight: 1085.20 g/mol
• Exact Mass: 1084.51171362 g/mol
• Topological Polar Surface Area (TPSA): 340.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6551	65.51%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3925	39.25%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.7942	79.42%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8890	88.90%
BSEP inhibitior	+	0.8894	88.94%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.8769	87.69%
CYP3A4 substrate	+	0.7398	73.98%
CYP2C9 substrate	-	0.5997	59.97%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.7349	73.49%
CYP2C9 inhibition	-	0.8657	86.57%
CYP2C19 inhibition	-	0.8282	82.82%
CYP2D6 inhibition	-	0.8725	87.25%
CYP1A2 inhibition	-	0.8930	89.30%
CYP2C8 inhibition	+	0.7588	75.88%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.7959	79.59%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6740	67.40%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8924	89.24%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4746	47.46%
Acute Oral Toxicity (c)	III	0.6768	67.68%
Estrogen receptor binding	+	0.8009	80.09%
Androgen receptor binding	+	0.7012	70.12%
Thyroid receptor binding	+	0.6256	62.56%
Glucocorticoid receptor binding	+	0.6416	64.16%
Aromatase binding	+	0.6054	60.54%
PPAR gamma	+	0.8162	81.62%
Honey bee toxicity	-	0.6949	69.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8658	86.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.96%	98.95%
CHEMBL3837	P07711	Cathepsin L	99.52%	96.61%
CHEMBL4072	P07858	Cathepsin B	97.78%	93.67%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.37%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.52%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.03%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.92%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.95%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.50%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.64%	94.45%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.26%	96.31%
CHEMBL221	P23219	Cyclooxygenase-1	91.83%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.30%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.10%	95.93%
CHEMBL259	P32245	Melanocortin receptor 4	90.87%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.67%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.84%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL2514	O95665	Neurotensin receptor 2	86.18%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.62%	91.19%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.37%	82.38%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.29%	92.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.87%	95.50%
CHEMBL255	P29275	Adenosine A2b receptor	83.86%	98.59%
CHEMBL4040	P28482	MAP kinase ERK2	83.60%	83.82%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.28%	93.10%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.07%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.52%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%
CHEMBL1949	P62937	Cyclophilin A	80.97%	98.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.85%	85.14%
CHEMBL4608	P33032	Melanocortin receptor 5	80.37%	97.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56663948
• LOTUS: LTS0196016
• wikiData: Q104196820