3-[(3S,6S,9S,12S,15S,18S,21S,25R)-9-(carboxymethyl)-25-dodecyl-3,6,15-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-12,18-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl]propanoic acid

Details

• Internal ID: 2936e721-0be6-48a4-b8b4-1efa3498f63a
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[(3S,6S,9S,12S,15S,18S,21S,25R)-9-(carboxymethyl)-25-dodecyl-3,6,15-tris(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-12,18-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl]propanoic acid
• InChI: InChI=1S/C52H91N7O13/c1-12-13-14-15-16-17-18-19-20-21-22-35-28-41(60)53-36(23-24-42(61)62)46(65)58-44(33(8)9)50(69)55-38(26-31(4)5)49(68)59-45(34(10)11)51(70)56-39(29-43(63)64)48(67)54-37(25-30(2)3)47(66)57-40(27-32(6)7)52(71)72-35/h30-40,44-45H,12-29H2,1-11H3,(H,53,60)(H,54,67)(H,55,69)(H,56,70)(H,57,66)(H,58,65)(H,59,68)(H,61,62)(H,63,64)/t35-,36+,37+,38+,39+,40+,44+,45+/m1/s1
• InChI Key: WRTAZMDZIVBZOD-XUFIUVFQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₉₁N₇O₁₃
• Molecular Weight: 1022.30 g/mol
• Exact Mass: 1021.66748598 g/mol
• Topological Polar Surface Area (TPSA): 305.00 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5808	58.08%
Caco-2	-	0.8578	85.78%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6702	67.02%
OATP2B1 inhibitior	-	0.7227	72.27%
OATP1B1 inhibitior	+	0.8279	82.79%
OATP1B3 inhibitior	+	0.8582	85.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8140	81.40%
BSEP inhibitior	+	0.8750	87.50%
P-glycoprotein inhibitior	+	0.7381	73.81%
P-glycoprotein substrate	+	0.8210	82.10%
CYP3A4 substrate	+	0.6055	60.55%
CYP2C9 substrate	+	0.6276	62.76%
CYP2D6 substrate	-	0.8892	88.92%
CYP3A4 inhibition	-	0.6268	62.68%
CYP2C9 inhibition	-	0.9301	93.01%
CYP2C19 inhibition	-	0.9198	91.98%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.9344	93.44%
CYP2C8 inhibition	-	0.6004	60.04%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6629	66.29%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8974	89.74%
Skin irritation	-	0.7848	78.48%
Skin corrosion	-	0.9341	93.41%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4438	44.38%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.8744	87.44%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6302	63.02%
Acute Oral Toxicity (c)	III	0.6834	68.34%
Estrogen receptor binding	+	0.8198	81.98%
Androgen receptor binding	+	0.6637	66.37%
Thyroid receptor binding	+	0.5223	52.23%
Glucocorticoid receptor binding	+	0.6294	62.94%
Aromatase binding	+	0.6734	67.34%
PPAR gamma	+	0.7350	73.50%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6160	61.60%
Fish aquatic toxicity	+	0.7118	71.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.58%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	95.41%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.18%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.02%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	94.93%	89.63%
CHEMBL2996	Q05655	Protein kinase C delta	94.43%	97.79%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	94.31%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	93.42%	98.03%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.89%	95.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.66%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.00%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.94%	97.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.83%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.38%	91.11%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	88.74%	90.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.98%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.86%	82.38%
CHEMBL1781	P11387	DNA topoisomerase I	87.57%	97.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.40%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.36%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.26%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.65%	95.56%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	86.64%	92.32%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.48%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.40%	92.08%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.45%	96.90%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.42%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.42%	100.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	82.93%	96.11%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.87%	88.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.97%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.96%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	81.07%	92.50%
CHEMBL4071	P08311	Cathepsin G	80.63%	94.64%
CHEMBL1949	P62937	Cyclophilin A	80.17%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72945486
• LOTUS: LTS0003692
• wikiData: Q105311567