N-[5-benzyl-2-butan-2-yl-21-hydroxy-4,11-dimethyl-15-(2-methylpropyl)-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]-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide

Details

• Internal ID: 59822157-1523-4651-a5b5-7713f1860700
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[5-benzyl-2-butan-2-yl-21-hydroxy-4,11-dimethyl-15-(2-methylpropyl)-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]-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide
• SMILES (Canonical): CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N1C2=O)O)CC(C)C)NC(=O)C(CC(=O)N)NC(=O)C(CC3=CC=C(C=C3)O)O)C)C(C)C)CC4=CC=CC=C4)C
• SMILES (Isomeric): CCC(C)C1C(=O)N(C(C(=O)NC(C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N1C2=O)O)CC(C)C)NC(=O)C(CC(=O)N)NC(=O)C(CC3=CC=C(C=C3)O)O)C)C(C)C)CC4=CC=CC=C4)C
• InChI: InChI=1S/C49H70N8O13/c1-9-27(6)41-48(68)56(8)35(22-29-13-11-10-12-14-29)44(64)54-39(26(4)5)49(69)70-28(7)40(46(66)53-33(21-25(2)3)42(62)51-32-19-20-38(61)57(41)47(32)67)55-43(63)34(24-37(50)60)52-45(65)36(59)23-30-15-17-31(58)18-16-30/h10-18,25-28,32-36,38-41,58-59,61H,9,19-24H2,1-8H3,(H2,50,60)(H,51,62)(H,52,65)(H,53,66)(H,54,64)(H,55,63)
• InChI Key: ISXVVVPYLBADKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₀N₈O₁₃
• Molecular Weight: 979.10 g/mol
• Exact Mass: 978.50623432 g/mol
• Topological Polar Surface Area (TPSA): 316.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 13
• 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	-	0.6163	61.63%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Nucleus	0.4804	48.04%
OATP2B1 inhibitior	-	0.7205	72.05%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9390	93.90%
BSEP inhibitior	+	0.7978	79.78%
P-glycoprotein inhibitior	+	0.7398	73.98%
P-glycoprotein substrate	+	0.8895	88.95%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.6637	66.37%
CYP2C9 inhibition	-	0.8782	87.82%
CYP2C19 inhibition	-	0.8571	85.71%
CYP2D6 inhibition	-	0.9055	90.55%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.7808	78.08%
CYP inhibitory promiscuity	-	0.9782	97.82%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6300	63.00%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.7842	78.42%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4696	46.96%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8762	87.62%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8337	83.37%
Nephrotoxicity	-	0.7602	76.02%
Acute Oral Toxicity (c)	III	0.6813	68.13%
Estrogen receptor binding	+	0.8154	81.54%
Androgen receptor binding	+	0.7148	71.48%
Thyroid receptor binding	+	0.6037	60.37%
Glucocorticoid receptor binding	+	0.6547	65.47%
Aromatase binding	+	0.6313	63.13%
PPAR gamma	+	0.8140	81.40%
Honey bee toxicity	-	0.6910	69.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6930	69.30%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.80%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.00%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	95.96%	83.82%
CHEMBL3837	P07711	Cathepsin L	95.75%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.28%	97.64%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.49%	93.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	93.79%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.24%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.00%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.94%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.85%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.07%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.78%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.04%	97.09%
CHEMBL1949	P62937	Cyclophilin A	89.84%	98.57%
CHEMBL4072	P07858	Cathepsin B	89.44%	93.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.26%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.32%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.21%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.22%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	85.54%	90.20%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.40%	95.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.39%	94.66%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.03%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	85.01%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.36%	97.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.98%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.76%	98.05%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.50%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	81.80%	95.93%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.23%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73323689
• LOTUS: LTS0209307
• wikiData: Q104169092