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

Details

• Internal ID: d5368aeb-82ee-4a74-9209-5ebe9e8db825
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[5-benzyl-8-butan-2-yl-21-hydroxy-15-[(4-hydroxycyclohex-2-en-1-yl)methyl]-4,11-dimethyl-2-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]pentanediamide
• InChI: InChI=1S/C54H76N8O14/c1-7-30(4)45-54(75)76-31(5)46(60-47(68)37(21-23-43(55)66)56-50(71)42(65)28-34-15-19-36(64)20-16-34)51(72)58-39(26-33-13-17-35(63)18-14-33)48(69)57-38-22-24-44(67)62(52(38)73)41(25-29(2)3)53(74)61(6)40(49(70)59-45)27-32-11-9-8-10-12-32/h8-13,15-17,19-20,29-31,33,35,37-42,44-46,63-65,67H,7,14,18,21-28H2,1-6H3,(H2,55,66)(H,56,71)(H,57,69)(H,58,72)(H,59,70)(H,60,68)
• InChI Key: AMGAAKSPMIBFCU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₇₆N₈O₁₄
• Molecular Weight: 1061.20 g/mol
• Exact Mass: 1060.54809913 g/mol
• Topological Polar Surface Area (TPSA): 336.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 0.12
• 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	-	0.5518	55.18%
Caco-2	-	0.8688	86.88%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3846	38.46%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.8043	80.43%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8890	88.90%
BSEP inhibitior	+	0.8458	84.58%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.8857	88.57%
CYP3A4 substrate	+	0.7447	74.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	+	0.5267	52.67%
CYP2C9 inhibition	-	0.8841	88.41%
CYP2C19 inhibition	-	0.8490	84.90%
CYP2D6 inhibition	-	0.8641	86.41%
CYP1A2 inhibition	-	0.9098	90.98%
CYP2C8 inhibition	+	0.7865	78.65%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5793	57.93%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.7739	77.39%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.5982	59.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6476	64.76%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8794	87.94%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7704	77.04%
Acute Oral Toxicity (c)	III	0.6596	65.96%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	+	0.6287	62.87%
Glucocorticoid receptor binding	+	0.6616	66.16%
Aromatase binding	+	0.5997	59.97%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.6518	65.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9671	96.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.17%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.34%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.94%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.48%	93.00%
CHEMBL3837	P07711	Cathepsin L	95.47%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.09%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	94.00%	83.82%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.91%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.53%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.96%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.86%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.72%	98.05%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.42%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.34%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.13%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.56%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.10%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.87%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.87%	86.33%
CHEMBL236	P41143	Delta opioid receptor	86.75%	99.35%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.33%	95.50%
CHEMBL1949	P62937	Cyclophilin A	84.66%	98.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.52%	94.45%
CHEMBL2514	O95665	Neurotensin receptor 2	83.88%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.71%	95.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.62%	89.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.28%	90.71%
CHEMBL333	P08253	Matrix metalloproteinase-2	83.23%	96.31%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	82.80%	95.48%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.99%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.29%	94.66%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.52%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.07%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75274880
• LOTUS: LTS0097975
• wikiData: Q103816241