N-[2-benzyl-21-hydroxy-15-[(4-hydroxycyclohex-2-en-1-yl)methyl]-5-[(4-hydroxyphenyl)methyl]-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-(hexanoylamino)pentanediamide

Details

• Internal ID: 226b3587-1867-4434-a254-805288839541
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[2-benzyl-21-hydroxy-15-[(4-hydroxycyclohex-2-en-1-yl)methyl]-5-[(4-hydroxyphenyl)methyl]-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-(hexanoylamino)pentanediamide
• InChI: InChI=1S/C53H74N8O13/c1-6-7-9-14-43(65)55-37(23-25-42(54)64)47(67)59-46-31(4)74-53(73)45(30(2)3)58-49(69)40(28-34-17-21-36(63)22-18-34)60(5)52(72)41(29-32-12-10-8-11-13-32)61-44(66)26-24-38(51(61)71)56-48(68)39(57-50(46)70)27-33-15-19-35(62)20-16-33/h8,10-13,15,17-19,21-22,30-31,33,35,37-41,44-46,62-63,66H,6-7,9,14,16,20,23-29H2,1-5H3,(H2,54,64)(H,55,65)(H,56,68)(H,57,70)(H,58,69)(H,59,67)
• InChI Key: DJXQTLGWCRRMJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₄N₈O₁₃
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.53753444 g/mol
• Topological Polar Surface Area (TPSA): 316.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5809	58.09%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4394	43.94%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8069	80.69%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8890	88.90%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.8926	89.26%
CYP3A4 substrate	+	0.7376	73.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	+	0.6116	61.16%
CYP2C9 inhibition	-	0.8837	88.37%
CYP2C19 inhibition	-	0.8393	83.93%
CYP2D6 inhibition	-	0.8502	85.02%
CYP1A2 inhibition	-	0.9028	90.28%
CYP2C8 inhibition	+	0.7848	78.48%
CYP inhibitory promiscuity	-	0.9682	96.82%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5914	59.14%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.7807	78.07%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	-	0.5328	53.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6708	67.08%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8371	83.71%
Acute Oral Toxicity (c)	III	0.6451	64.51%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.7130	71.30%
Thyroid receptor binding	+	0.5880	58.80%
Glucocorticoid receptor binding	+	0.5571	55.71%
Aromatase binding	+	0.5994	59.94%
PPAR gamma	+	0.7959	79.59%
Honey bee toxicity	-	0.7050	70.50%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9745	97.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.84%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.27%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.51%	83.82%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.37%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.82%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.68%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	93.69%	90.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.91%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.62%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.54%	92.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.60%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.12%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.65%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.27%	90.08%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.03%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.65%	95.89%
CHEMBL236	P41143	Delta opioid receptor	88.53%	99.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.51%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.14%	99.23%
CHEMBL1949	P62937	Cyclophilin A	87.09%	98.57%
CHEMBL3891	P07384	Calpain 1	86.47%	93.04%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.42%	95.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.32%	89.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.07%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	83.87%	91.19%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	83.83%	97.23%
CHEMBL4072	P07858	Cathepsin B	83.14%	93.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.94%	100.00%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	82.56%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.17%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162901849
• LOTUS: LTS0092596
• wikiData: Q104887314