N-[5-benzyl-21-hydroxy-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]docosan-12-yl]-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide

Details

• Internal ID: e0a63e9c-2453-4ce9-b79c-bc3fe0cee10d
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[5-benzyl-21-hydroxy-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]docosan-12-yl]-2-[[2-hydroxy-3-(4-hydroxyphenyl)propanoyl]amino]butanediamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC=CC=C3)C)CC(C)C)O)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)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)NC(C(=O)O1)C(C)C)CC3=CC=CC=C3)C)CC(C)C)O)CC(C)C)NC(=O)C(CC(=O)N)NC(=O)C(CC4=CC=C(C=C4)O)O
• InChI: InChI=1S/C49H70N8O13/c1-25(2)20-33-42(62)51-32-18-19-39(61)57(47(32)67)36(21-26(3)4)48(68)56(8)35(22-29-12-10-9-11-13-29)44(64)54-40(27(5)6)49(69)70-28(7)41(46(66)53-33)55-43(63)34(24-38(50)60)52-45(65)37(59)23-30-14-16-31(58)17-15-30/h9-17,25-28,32-37,39-41,58-59,61H,18-24H2,1-8H3,(H2,50,60)(H,51,62)(H,52,65)(H,53,66)(H,54,64)(H,55,63)
• InChI Key: IRVJVPYNSVRRCE-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	-	0.8644	86.44%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Nucleus	0.4579	45.79%
OATP2B1 inhibitior	-	0.7194	71.94%
OATP1B1 inhibitior	+	0.8215	82.15%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9140	91.40%
BSEP inhibitior	+	0.7875	78.75%
P-glycoprotein inhibitior	+	0.7400	74.00%
P-glycoprotein substrate	+	0.8881	88.81%
CYP3A4 substrate	+	0.7337	73.37%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.7407	74.07%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.8577	85.77%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.9260	92.60%
CYP2C8 inhibition	+	0.7311	73.11%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6190	61.90%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.7819	78.19%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.5528	55.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4785	47.85%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7410	74.10%
Acute Oral Toxicity (c)	III	0.6229	62.29%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7361	73.61%
Thyroid receptor binding	+	0.6140	61.40%
Glucocorticoid receptor binding	+	0.6600	66.00%
Aromatase binding	+	0.6344	63.44%
PPAR gamma	+	0.8117	81.17%
Honey bee toxicity	-	0.7029	70.29%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7997	79.97%

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	98.78%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.44%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	96.82%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.62%	85.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.84%	90.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.78%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.81%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.64%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL3837	P07711	Cathepsin L	94.10%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.29%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.88%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.85%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.43%	97.14%
CHEMBL1949	P62937	Cyclophilin A	89.77%	98.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.23%	97.09%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.25%	89.67%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.07%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.59%	99.15%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.15%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.49%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.96%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.20%	86.33%
CHEMBL2514	O95665	Neurotensin receptor 2	83.08%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.00%	85.00%
CHEMBL4072	P07858	Cathepsin B	82.65%	93.67%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.27%	94.66%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.09%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.06%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.94%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.94%	96.47%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	81.18%	88.42%
CHEMBL1255126	O15151	Protein Mdm4	80.67%	90.20%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78160350
• LOTUS: LTS0183259
• wikiData: Q104169062