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

Details

• Internal ID: 6c168217-80e6-4fd3-9c2e-702ac2d18588
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-N-[(2S,5R,8S,11R,12S,15S,18S,21R)-5-benzyl-8-[(2S)-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]-2-[[(2R)-2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]pentanediamide
• SMILES (Canonical): CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC=CC=C3)C)C(C)C)O)CC4=CC=C(C=C4)O)NC(=O)C(CCC(=O)N)NC(=O)C(CC5=CC=C(C=C5)O)O)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)O[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H]2CC[C@H](N(C2=O)[C@H](C(=O)N([C@@H](C(=O)N1)CC3=CC=CC=C3)C)C(C)C)O)CC4=CC=C(C=C4)O)NC(=O)[C@H](CCC(=O)N)NC(=O)[C@@H](CC5=CC=C(C=C5)O)O)C
• InChI: InChI=1S/C53H70N8O14/c1-7-29(4)43-53(74)75-30(5)44(59-46(67)36(21-23-41(54)65)55-49(70)40(64)27-33-15-19-35(63)20-16-33)50(71)57-38(25-32-13-17-34(62)18-14-32)47(68)56-37-22-24-42(66)61(51(37)72)45(28(2)3)52(73)60(6)39(48(69)58-43)26-31-11-9-8-10-12-31/h8-20,28-30,36-40,42-45,62-64,66H,7,21-27H2,1-6H3,(H2,54,65)(H,55,70)(H,56,68)(H,57,71)(H,58,69)(H,59,67)/t29-,30+,36-,37-,38-,39+,40+,42+,43-,44-,45-/m0/s1
• InChI Key: HUXQLCBYRTWEFS-SVLTVPPNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₀N₈O₁₄
• Molecular Weight: 1043.20 g/mol
• Exact Mass: 1042.50114894 g/mol
• Topological Polar Surface Area (TPSA): 336.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 14
• 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	-	0.6986	69.86%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.3987	39.87%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8154	81.54%
OATP1B3 inhibitior	+	0.9294	92.94%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9390	93.90%
BSEP inhibitior	+	0.8779	87.79%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.8871	88.71%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.7420	74.20%
CYP2C9 inhibition	-	0.9065	90.65%
CYP2C19 inhibition	-	0.8652	86.52%
CYP2D6 inhibition	-	0.8872	88.72%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	+	0.7372	73.72%
CYP inhibitory promiscuity	-	0.9816	98.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6025	60.25%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7868	78.68%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8863	88.63%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7969	79.69%
Acute Oral Toxicity (c)	III	0.6763	67.63%
Estrogen receptor binding	+	0.7928	79.28%
Androgen receptor binding	+	0.7183	71.83%
Thyroid receptor binding	+	0.6120	61.20%
Glucocorticoid receptor binding	+	0.6300	63.00%
Aromatase binding	+	0.6139	61.39%
PPAR gamma	+	0.8094	80.94%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7445	74.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.55%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.84%	97.64%
CHEMBL4072	P07858	Cathepsin B	96.66%	93.67%
CHEMBL221	P23219	Cyclooxygenase-1	96.03%	90.17%
CHEMBL3837	P07711	Cathepsin L	95.31%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.31%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.11%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.56%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.67%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.44%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.09%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.01%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.81%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.73%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	89.97%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.89%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.81%	99.23%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.22%	98.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.98%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.47%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL1949	P62937	Cyclophilin A	84.38%	98.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.22%	97.25%
CHEMBL2514	O95665	Neurotensin receptor 2	84.11%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.02%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.53%	94.66%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.43%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	83.11%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.97%	95.93%
CHEMBL255	P29275	Adenosine A2b receptor	82.72%	98.59%
CHEMBL340	P08684	Cytochrome P450 3A4	82.44%	91.19%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.92%	96.31%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.59%	95.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.27%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.00%	89.50%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.04%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163062542
• LOTUS: LTS0181375
• wikiData: Q105034114