(3S,10S,13S,16S,19S)-16-[(2S)-butan-2-yl]-10,11,14-trimethyl-3-[[(2R)-oxiran-2-yl]methyl]-13-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: ebff9f74-d9e3-421a-b6e5-5ee1188e5bec
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,10S,13S,16S,19S)-16-[(2S)-butan-2-yl]-10,11,14-trimethyl-3-[[(2R)-oxiran-2-yl]methyl]-13-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/C29H47N5O8/c1-8-17(4)23-28(39)33(7)24(16(2)3)29(40)32(6)18(5)25(36)30-12-11-22(35)42-21(14-19-15-41-19)27(38)34-13-9-10-20(34)26(37)31-23/h16-21,23-24H,8-15H2,1-7H3,(H,30,36)(H,31,37)/t17-,18-,19+,20-,21-,23-,24-/m0/s1
• InChI Key: NIAYGGCQOYIHAF-QQIKKZTESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₇N₅O₈
• Molecular Weight: 593.70 g/mol
• Exact Mass: 593.34246347 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7560	75.60%
Caco-2	-	0.7704	77.04%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.6657	66.57%
OATP2B1 inhibitior	-	0.5740	57.40%
OATP1B1 inhibitior	+	0.8249	82.49%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7074	70.74%
P-glycoprotein inhibitior	+	0.6752	67.52%
P-glycoprotein substrate	+	0.7857	78.57%
CYP3A4 substrate	+	0.6530	65.30%
CYP2C9 substrate	+	0.6023	60.23%
CYP2D6 substrate	-	0.8498	84.98%
CYP3A4 inhibition	-	0.8130	81.30%
CYP2C9 inhibition	-	0.8469	84.69%
CYP2C19 inhibition	-	0.8445	84.45%
CYP2D6 inhibition	-	0.9060	90.60%
CYP1A2 inhibition	-	0.8898	88.98%
CYP2C8 inhibition	-	0.6204	62.04%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5160	51.60%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9253	92.53%
Skin irritation	-	0.7881	78.81%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5898	58.98%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6803	68.03%
skin sensitisation	-	0.8811	88.11%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8062	80.62%
Acute Oral Toxicity (c)	III	0.5864	58.64%
Estrogen receptor binding	+	0.7056	70.56%
Androgen receptor binding	+	0.5904	59.04%
Thyroid receptor binding	+	0.5404	54.04%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	+	0.6259	62.59%
PPAR gamma	+	0.6051	60.51%
Honey bee toxicity	-	0.8019	80.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.6203	62.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.10%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.41%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.29%	90.08%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.12%	96.31%
CHEMBL255	P29275	Adenosine A2b receptor	96.44%	98.59%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.99%	94.66%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.92%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.37%	97.09%
CHEMBL332	P03956	Matrix metalloproteinase-1	93.20%	94.50%
CHEMBL226	P30542	Adenosine A1 receptor	92.74%	95.93%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	92.10%	90.24%
CHEMBL4616	Q92847	Ghrelin receptor	91.98%	92.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.53%	82.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.17%	99.18%
CHEMBL3524	P56524	Histone deacetylase 4	90.13%	92.97%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	90.08%	97.50%
CHEMBL1902	P62942	FK506-binding protein 1A	89.76%	97.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.14%	90.71%
CHEMBL228	P31645	Serotonin transporter	87.71%	95.51%
CHEMBL3837	P07711	Cathepsin L	87.54%	96.61%
CHEMBL325	Q13547	Histone deacetylase 1	87.54%	95.92%
CHEMBL3691	Q13822	Autotaxin	86.55%	96.39%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.33%	95.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.65%	97.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.52%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.10%	92.12%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.81%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.66%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	83.52%	95.62%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.23%	88.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.95%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.68%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.86%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.35%	94.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.14%	93.65%
CHEMBL2443	P49862	Kallikrein 7	80.08%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162988846
• LOTUS: LTS0198026
• wikiData: Q105179718