(2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,15-bis[(2S)-butan-2-yl]-21-hydroxy-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]-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide

Details

• Internal ID: b40ae535-88ce-4a80-8d03-c67887cfa257
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-N-[(2S,5S,8S,11R,12S,15S,18S,21R)-5-benzyl-2,15-bis[(2S)-butan-2-yl]-21-hydroxy-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]-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide
• InChI: InChI=1S/C49H70N8O13/c1-9-26(5)39-45(65)51-32-20-21-37(61)57(47(32)67)41(27(6)10-2)48(68)56(8)34(22-29-14-12-11-13-15-29)43(63)53-38(25(3)4)49(69)70-28(7)40(46(66)54-39)55-42(62)33(24-36(50)60)52-44(64)35(59)23-30-16-18-31(58)19-17-30/h11-19,25-28,32-35,37-41,58-59,61H,9-10,20-24H2,1-8H3,(H2,50,60)(H,51,65)(H,52,64)(H,53,63)(H,54,66)(H,55,62)/t26-,27-,28+,32-,33-,34-,35+,37+,38-,39-,40-,41-/m0/s1
• InChI Key: NHPPMAWJZKSRGC-QLQMPKDESA-N
• Popularity: 2 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	-	0.7782	77.82%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Nucleus	0.4498	44.98%
OATP2B1 inhibitior	-	0.7203	72.03%
OATP1B1 inhibitior	+	0.8101	81.01%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9390	93.90%
BSEP inhibitior	+	0.8600	86.00%
P-glycoprotein inhibitior	+	0.7402	74.02%
P-glycoprotein substrate	+	0.8757	87.57%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.6846	68.46%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8553	85.53%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8943	89.43%
CYP2C8 inhibition	+	0.7609	76.09%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6196	61.96%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.7843	78.43%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5428	54.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4266	42.66%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8792	87.92%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8160	81.60%
Acute Oral Toxicity (c)	III	0.6569	65.69%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.7106	71.06%
Thyroid receptor binding	+	0.5947	59.47%
Glucocorticoid receptor binding	+	0.6506	65.06%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	+	0.8091	80.91%
Honey bee toxicity	-	0.6991	69.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7333	73.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.81%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.99%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.31%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.07%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	94.05%	93.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.65%	97.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.85%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.60%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.27%	91.11%
CHEMBL3837	P07711	Cathepsin L	91.63%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.13%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	90.57%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.11%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.34%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.27%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.73%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.38%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.35%	99.23%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.59%	90.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.23%	89.00%
CHEMBL1949	P62937	Cyclophilin A	85.99%	98.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.88%	86.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.72%	94.66%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	84.27%	95.48%
CHEMBL4208	P20618	Proteasome component C5	83.09%	90.00%
CHEMBL255	P29275	Adenosine A2b receptor	82.77%	98.59%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.12%	93.03%
CHEMBL4072	P07858	Cathepsin B	82.05%	93.67%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.83%	98.05%
CHEMBL2514	O95665	Neurotensin receptor 2	81.79%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.66%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.57%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	80.55%	83.82%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.26%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163105200
• LOTUS: LTS0031372
• wikiData: Q105179541