(3R,10R,13R,16R,19R)-16-[(2R)-butan-2-yl]-3-[(2R)-2,3-dihydroxypropyl]-10,11,14-trimethyl-13-propan-2-yl-4-oxa-1,8,11,14,17-pentazabicyclo[17.4.0]tricosane-2,5,9,12,15,18-hexone

Details

• Internal ID: a32374d8-a8f2-410b-a60b-18b73dbcce8c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R,10R,13R,16R,19R)-16-[(2R)-butan-2-yl]-3-[(2R)-2,3-dihydroxypropyl]-10,11,14-trimethyl-13-propan-2-yl-4-oxa-1,8,11,14,17-pentazabicyclo[17.4.0]tricosane-2,5,9,12,15,18-hexone
• InChI: InChI=1S/C30H51N5O9/c1-8-18(4)24-29(42)34(7)25(17(2)3)30(43)33(6)19(5)26(39)31-13-12-23(38)44-22(15-20(37)16-36)28(41)35-14-10-9-11-21(35)27(40)32-24/h17-22,24-25,36-37H,8-16H2,1-7H3,(H,31,39)(H,32,40)/t18-,19-,20-,21-,22-,24-,25-/m1/s1
• InChI Key: WSFGUSJVLMZWTL-KKVCJFTFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₁N₅O₉
• Molecular Weight: 625.80 g/mol
• Exact Mass: 625.36867822 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8142	81.42%
Caco-2	-	0.8266	82.66%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.4790	47.90%
OATP2B1 inhibitior	-	0.5709	57.09%
OATP1B1 inhibitior	+	0.8478	84.78%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6081	60.81%
P-glycoprotein inhibitior	+	0.6235	62.35%
P-glycoprotein substrate	+	0.7920	79.20%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8437	84.37%
CYP3A4 inhibition	-	0.9017	90.17%
CYP2C9 inhibition	-	0.8829	88.29%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.9383	93.83%
CYP2C8 inhibition	-	0.6376	63.76%
CYP inhibitory promiscuity	-	0.9967	99.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.7822	78.22%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6426	64.26%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5645	56.45%
skin sensitisation	-	0.8912	89.12%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8115	81.15%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.7344	73.44%
Androgen receptor binding	+	0.5888	58.88%
Thyroid receptor binding	+	0.5415	54.15%
Glucocorticoid receptor binding	+	0.6226	62.26%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.6036	60.36%
Honey bee toxicity	-	0.8300	83.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.7784	77.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.31%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.01%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.31%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.97%	90.08%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.35%	96.31%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.41%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.99%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.72%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.79%	90.71%
CHEMBL2189110	Q15910	Histone-lysine N-methyltransferase EZH2	87.78%	97.50%
CHEMBL1902	P62942	FK506-binding protein 1A	87.61%	97.05%
CHEMBL3524	P56524	Histone deacetylase 4	87.48%	92.97%
CHEMBL4616	Q92847	Ghrelin receptor	87.29%	92.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.24%	94.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.35%	93.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.98%	93.04%
CHEMBL255	P29275	Adenosine A2b receptor	85.85%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.28%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.46%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.00%	95.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.83%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.82%	95.56%
CHEMBL228	P31645	Serotonin transporter	83.25%	95.51%
CHEMBL1937	Q92769	Histone deacetylase 2	83.18%	94.75%
CHEMBL3837	P07711	Cathepsin L	82.92%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.40%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.40%	100.00%
CHEMBL3691	Q13822	Autotaxin	82.27%	96.39%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.07%	97.47%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.49%	95.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.32%	90.24%
CHEMBL1949	P62937	Cyclophilin A	81.28%	98.57%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.64%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.61%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.55%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	80.52%	98.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.33%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162979619
• LOTUS: LTS0202030
• wikiData: Q105311805