(3R,10S,13S,16S,19S)-10,11,14-trimethyl-3-(oxiran-2-ylmethyl)-13,16-di(propan-2-yl)-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone

Details

• Internal ID: 120aec0d-3e55-4f29-b25a-589a3b6ceb2e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R,10S,13S,16S,19S)-10,11,14-trimethyl-3-(oxiran-2-ylmethyl)-13,16-di(propan-2-yl)-4-oxa-1,8,11,14,17-pentazabicyclo[17.3.0]docosane-2,5,9,12,15,18-hexone
• InChI: InChI=1S/C28H45N5O8/c1-15(2)22-27(38)32(7)23(16(3)4)28(39)31(6)17(5)24(35)29-11-10-21(34)41-20(13-18-14-40-18)26(37)33-12-8-9-19(33)25(36)30-22/h15-20,22-23H,8-14H2,1-7H3,(H,29,35)(H,30,36)/t17-,18?,19-,20+,22-,23-/m0/s1
• InChI Key: NTROAGWHLVLIFR-KJNWBQRZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₅N₅O₈
• Molecular Weight: 579.70 g/mol
• Exact Mass: 579.32681341 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5915	59.15%
Caco-2	-	0.7665	76.65%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5781	57.81%
OATP2B1 inhibitior	-	0.7128	71.28%
OATP1B1 inhibitior	+	0.8271	82.71%
OATP1B3 inhibitior	+	0.9247	92.47%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5759	57.59%
P-glycoprotein inhibitior	+	0.6541	65.41%
P-glycoprotein substrate	+	0.7773	77.73%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	+	0.6023	60.23%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.8640	86.40%
CYP2C9 inhibition	-	0.8673	86.73%
CYP2C19 inhibition	-	0.8491	84.91%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.8901	89.01%
CYP2C8 inhibition	-	0.6679	66.79%
CYP inhibitory promiscuity	-	0.9705	97.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9316	93.16%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5835	58.35%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6553	65.53%
skin sensitisation	-	0.8861	88.61%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8727	87.27%
Acute Oral Toxicity (c)	III	0.5760	57.60%
Estrogen receptor binding	+	0.7273	72.73%
Androgen receptor binding	+	0.5798	57.98%
Thyroid receptor binding	+	0.5379	53.79%
Glucocorticoid receptor binding	+	0.6545	65.45%
Aromatase binding	+	0.6269	62.69%
PPAR gamma	+	0.6362	63.62%
Honey bee toxicity	-	0.8276	82.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.8233	82.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.57%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.41%	97.25%
CHEMBL333	P08253	Matrix metalloproteinase-2	96.10%	96.31%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.47%	94.66%
CHEMBL255	P29275	Adenosine A2b receptor	94.87%	98.59%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.33%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	92.93%	92.97%
CHEMBL332	P03956	Matrix metalloproteinase-1	92.53%	94.50%
CHEMBL204	P00734	Thrombin	92.34%	96.01%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	91.92%	90.24%
CHEMBL226	P30542	Adenosine A1 receptor	91.39%	95.93%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.97%	99.18%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.72%	82.38%
CHEMBL4616	Q92847	Ghrelin receptor	89.47%	92.00%
CHEMBL3837	P07711	Cathepsin L	88.56%	96.61%
CHEMBL1902	P62942	FK506-binding protein 1A	87.87%	97.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.75%	90.71%
CHEMBL228	P31645	Serotonin transporter	87.59%	95.51%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.88%	85.14%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	86.53%	97.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.51%	88.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.52%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.51%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	83.92%	95.62%
CHEMBL3691	Q13822	Autotaxin	83.91%	96.39%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	83.53%	95.34%
CHEMBL325	Q13547	Histone deacetylase 1	83.39%	95.92%
CHEMBL2996	Q05655	Protein kinase C delta	83.28%	97.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.36%	93.40%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.88%	93.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.62%	96.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.46%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.98%	91.03%
CHEMBL1949	P62937	Cyclophilin A	80.11%	98.57%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.01%	91.76%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15927456
• LOTUS: LTS0077008
• wikiData: Q105185619