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

Details

• Internal ID: cd0d2026-90e6-41b0-9d60-c110254f2f70
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[(3S,6R,9S,12S,15R,18S,21S)-9-(carboxymethyl)-6,12,15,18-tetrakis(2-methylpropyl)-25-(12-methyltridecyl)-2,5,8,11,17,20,23-heptaoxo-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-21-yl]propanoic acid
• SMILES (Canonical): CC(C)CCCCCCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(CNC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C(C)C)CC(C)C)CC(=O)O)CC(C)C)CC(C)C)CC(C)C)CCC(=O)O
• SMILES (Isomeric): CC(C)CCCCCCCCCCCC1CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CN[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)O1)C(C)C)CC(C)C)CC(=O)O)CC(C)C)CC(C)C)CC(C)C)CCC(=O)O
• InChI: InChI=1S/C55H99N7O12/c1-33(2)22-20-18-16-14-13-15-17-19-21-23-40-30-46(63)58-41(24-25-47(64)65)50(68)59-43(28-36(7)8)52(70)57-39(26-34(3)4)32-56-42(27-35(5)6)51(69)61-45(31-48(66)67)53(71)60-44(29-37(9)10)54(72)62-49(38(11)12)55(73)74-40/h33-45,49,56H,13-32H2,1-12H3,(H,57,70)(H,58,63)(H,59,68)(H,60,71)(H,61,69)(H,62,72)(H,64,65)(H,66,67)/t39-,40?,41+,42+,43+,44-,45+,49+/m1/s1
• InChI Key: TXFZOIQOHKGWES-PDYMCYQZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₉N₇O₁₂
• Molecular Weight: 1050.40 g/mol
• Exact Mass: 1049.73517162 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.30
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6631	66.31%
Caco-2	-	0.8579	85.79%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6727	67.27%
OATP2B1 inhibitior	-	0.7247	72.47%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.8840	88.40%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9234	92.34%
P-glycoprotein inhibitior	+	0.7413	74.13%
P-glycoprotein substrate	+	0.8237	82.37%
CYP3A4 substrate	+	0.6601	66.01%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.8143	81.43%
CYP3A4 inhibition	-	0.8941	89.41%
CYP2C9 inhibition	-	0.9479	94.79%
CYP2C19 inhibition	-	0.9381	93.81%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.9533	95.33%
CYP2C8 inhibition	+	0.4576	45.76%
CYP inhibitory promiscuity	-	0.9925	99.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7882	78.82%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4070	40.70%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6768	67.68%
Acute Oral Toxicity (c)	III	0.6769	67.69%
Estrogen receptor binding	+	0.8203	82.03%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	-	0.4929	49.29%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	+	0.6635	66.35%
PPAR gamma	+	0.7375	73.75%
Honey bee toxicity	-	0.8305	83.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.5619	56.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.07%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	96.81%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	96.66%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.48%	90.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.59%	96.47%
CHEMBL2996	Q05655	Protein kinase C delta	95.36%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.68%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.50%	99.17%
CHEMBL236	P41143	Delta opioid receptor	90.72%	99.35%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.05%	95.00%
CHEMBL325	Q13547	Histone deacetylase 1	89.64%	95.92%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.44%	88.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.99%	82.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.57%	93.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.51%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.33%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.10%	85.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.88%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.74%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.73%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.57%	90.71%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.29%	90.93%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.27%	92.32%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.88%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.86%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	82.59%	91.19%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.94%	97.64%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.66%	97.29%
CHEMBL299	P17252	Protein kinase C alpha	81.61%	98.03%

Plants that contains it

• Glycosmis parviflora

Cross-Links

• PubChem: 101174695
• LOTUS: LTS0102409
• wikiData: Q105221200