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

Details

• Internal ID: aa0b67f9-12c2-4364-b80e-47157ab14e91
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 4-acetamido-5-[[2-benzyl-8-butan-2-yl-5-[(3-chloro-4-hydroxyphenyl)methyl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-5-oxopentanoic acid
• InChI: InChI=1S/C47H65ClN10O13/c1-6-24(2)38-46(70)71-25(3)39(56-41(65)31(52-26(4)59)16-19-37(62)63)43(67)53-30(13-10-20-51-47(49)50)40(64)54-32-15-18-36(61)58(44(32)68)34(22-27-11-8-7-9-12-27)45(69)57(5)33(42(66)55-38)23-28-14-17-35(60)29(48)21-28/h7-9,11-12,14,17,21,24-25,30-34,36,38-39,60-61H,6,10,13,15-16,18-20,22-23H2,1-5H3,(H,52,59)(H,53,67)(H,54,64)(H,55,66)(H,56,65)(H,62,63)(H4,49,50,51)
• InChI Key: QEIMRSYKGCXPIU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₆₅ClN₁₀O₁₃
• Molecular Weight: 1013.50 g/mol
• Exact Mass: 1012.4421099 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 13
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6600	66.00%
Caco-2	-	0.8712	87.12%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5045	50.45%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9232	92.32%
P-glycoprotein inhibitior	+	0.7468	74.68%
P-glycoprotein substrate	+	0.8759	87.59%
CYP3A4 substrate	+	0.7482	74.82%
CYP2C9 substrate	-	0.5930	59.30%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.8341	83.41%
CYP2C9 inhibition	-	0.7909	79.09%
CYP2C19 inhibition	-	0.7296	72.96%
CYP2D6 inhibition	-	0.8497	84.97%
CYP1A2 inhibition	-	0.8235	82.35%
CYP2C8 inhibition	+	0.7685	76.85%
CYP inhibitory promiscuity	-	0.9827	98.27%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5598	55.98%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7703	77.03%
Skin corrosion	-	0.9251	92.51%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3989	39.89%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5855	58.55%
Acute Oral Toxicity (c)	III	0.5820	58.20%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.7299	72.99%
Thyroid receptor binding	+	0.6304	63.04%
Glucocorticoid receptor binding	-	0.4757	47.57%
Aromatase binding	+	0.6680	66.80%
PPAR gamma	+	0.7819	78.19%
Honey bee toxicity	-	0.6955	69.55%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9390	93.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.86%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.29%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.61%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.46%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.71%	90.17%
CHEMBL3837	P07711	Cathepsin L	95.55%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.31%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.73%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.40%	99.15%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.19%	97.64%
CHEMBL259	P32245	Melanocortin receptor 4	91.12%	95.38%
CHEMBL4072	P07858	Cathepsin B	91.03%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.66%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.35%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.18%	93.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.71%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.50%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.34%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.21%	95.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.77%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.15%	93.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	85.97%	96.31%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.66%	89.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.56%	93.03%
CHEMBL2327	P21452	Neurokinin 2 receptor	84.37%	98.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.07%	91.19%
CHEMBL4644	P41968	Melanocortin receptor 3	83.92%	99.52%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.62%	98.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.42%	96.90%
CHEMBL3729	P22748	Carbonic anhydrase IV	81.84%	99.23%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.78%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.02%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.58%	100.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.49%	85.83%
CHEMBL1949	P62937	Cyclophilin A	80.24%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163158706
• LOTUS: LTS0016125
• wikiData: Q104203219