N-[5-benzyl-4,11-dimethyl-2,15-bis(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docos-20-en-12-yl]-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide

Details

• Internal ID: 1c27fc0d-8b1a-4cb9-bc6c-3209600f2efd
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[5-benzyl-4,11-dimethyl-2,15-bis(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docos-20-en-12-yl]-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC2CC=CN(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC=CC=C3)C)CC(C)C)CC(C)C)NC(=O)C(CC(=O)N)NC(=O)C(CC4=CC=C(C=C4)O)O
• SMILES (Isomeric): CC1C(C(=O)NC(C(=O)NC2CC=CN(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC=CC=C3)C)CC(C)C)CC(C)C)NC(=O)C(CC(=O)N)NC(=O)C(CC4=CC=C(C=C4)O)O
• InChI: InChI=1S/C49H68N8O12/c1-26(2)21-34-42(61)51-33-15-12-20-57(47(33)66)37(22-27(3)4)48(67)56(8)36(23-30-13-10-9-11-14-30)44(63)54-40(28(5)6)49(68)69-29(7)41(46(65)53-34)55-43(62)35(25-39(50)60)52-45(64)38(59)24-31-16-18-32(58)19-17-31/h9-14,16-20,26-29,33-38,40-41,58-59H,15,21-25H2,1-8H3,(H2,50,60)(H,51,61)(H,52,64)(H,53,65)(H,54,63)(H,55,62)
• InChI Key: DFOCHYXOOMGICE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₈N₈O₁₂
• Molecular Weight: 961.10 g/mol
• Exact Mass: 960.49566963 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5739	57.39%
Caco-2	-	0.8689	86.89%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Nucleus	0.4369	43.69%
OATP2B1 inhibitior	-	0.5786	57.86%
OATP1B1 inhibitior	+	0.8182	81.82%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9818	98.18%
BSEP inhibitior	+	0.8045	80.45%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8857	88.57%
CYP3A4 substrate	+	0.7332	73.32%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.7351	73.51%
CYP2C9 inhibition	-	0.8839	88.39%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9096	90.96%
CYP1A2 inhibition	-	0.8690	86.90%
CYP2C8 inhibition	+	0.7432	74.32%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4260	42.60%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8635	86.35%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8212	82.12%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.6412	64.12%
Estrogen receptor binding	+	0.7993	79.93%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	+	0.6372	63.72%
Glucocorticoid receptor binding	+	0.6753	67.53%
Aromatase binding	+	0.6081	60.81%
PPAR gamma	+	0.7954	79.54%
Honey bee toxicity	-	0.7138	71.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8486	84.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.34%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.01%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.65%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.21%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	93.33%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	93.20%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.20%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.07%	97.64%
CHEMBL1949	P62937	Cyclophilin A	90.70%	98.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.58%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.46%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	90.44%	90.20%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.83%	93.00%
CHEMBL4072	P07858	Cathepsin B	89.39%	93.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.66%	97.14%
CHEMBL2514	O95665	Neurotensin receptor 2	86.71%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.39%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.20%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.19%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.91%	95.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.83%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.95%	97.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.73%	89.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.38%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.90%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.76%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.66%	91.19%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.76%	98.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.06%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78159658
• LOTUS: LTS0076188
• wikiData: Q103818340