2-[(3S,6S,9S,12S,15R,18S,21S,25R)-21-(3-amino-3-oxopropyl)-3,12,18-tris[(2S)-butan-2-yl]-6,15-bis(2-methylpropyl)-25-[(9S)-9-methylundecyl]-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-9-yl]acetic acid

Details

• Internal ID: 476ec92a-1947-46de-b554-7a0075158736
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-[(3S,6S,9S,12S,15R,18S,21S,25R)-21-(3-amino-3-oxopropyl)-3,12,18-tris[(2S)-butan-2-yl]-6,15-bis(2-methylpropyl)-25-[(9S)-9-methylundecyl]-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-9-yl]acetic acid
• SMILES (Canonical): CCC(C)CCCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)C(C)CC)CC(C)C)CC(=O)O)C(C)CC)CC(C)C)C(C)CC)CCC(=O)N
• SMILES (Isomeric): CC[C@H](C)CCCCCCCC[C@@H]1CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O1)[C@@H](C)CC)CC(C)C)CC(=O)O)[C@@H](C)CC)CC(C)C)[C@@H](C)CC)CCC(=O)N
• InChI: InChI=1S/C54H96N8O12/c1-13-33(9)23-21-19-17-18-20-22-24-37-29-43(64)56-38(25-26-42(55)63)48(67)60-45(34(10)14-2)52(71)58-40(28-32(7)8)50(69)61-46(35(11)15-3)53(72)59-41(30-44(65)66)49(68)57-39(27-31(5)6)51(70)62-47(36(12)16-4)54(73)74-37/h31-41,45-47H,13-30H2,1-12H3,(H2,55,63)(H,56,64)(H,57,68)(H,58,71)(H,59,72)(H,60,67)(H,61,69)(H,62,70)(H,65,66)/t33-,34-,35-,36-,37+,38-,39-,40+,41-,45-,46-,47-/m0/s1
• InChI Key: IKZAEPXVDFABJH-QNRAHVAOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₆N₈O₁₂
• Molecular Weight: 1049.40 g/mol
• Exact Mass: 1048.71477053 g/mol
• Topological Polar Surface Area (TPSA): 310.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 4.83
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5881	58.81%
Caco-2	-	0.8582	85.82%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5611	56.11%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8681	86.81%
OATP1B3 inhibitior	+	0.8764	87.64%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8140	81.40%
BSEP inhibitior	+	0.9384	93.84%
P-glycoprotein inhibitior	+	0.7428	74.28%
P-glycoprotein substrate	+	0.8360	83.60%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	+	0.6141	61.41%
CYP2D6 substrate	-	0.8823	88.23%
CYP3A4 inhibition	-	0.6633	66.33%
CYP2C9 inhibition	-	0.9336	93.36%
CYP2C19 inhibition	-	0.9152	91.52%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	-	0.5876	58.76%
CYP inhibitory promiscuity	-	0.9857	98.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7860	78.60%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4436	44.36%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5822	58.22%
Acute Oral Toxicity (c)	III	0.6970	69.70%
Estrogen receptor binding	+	0.8055	80.55%
Androgen receptor binding	+	0.6749	67.49%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5781	57.81%
Aromatase binding	+	0.6915	69.15%
PPAR gamma	+	0.7469	74.69%
Honey bee toxicity	-	0.8380	83.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.3684	36.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.25%	94.45%
CHEMBL2581	P07339	Cathepsin D	98.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.61%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	95.32%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.30%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.61%	94.75%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.19%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.11%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	92.06%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.61%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.49%	90.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.77%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.07%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.71%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	88.61%	98.03%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.18%	82.38%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	87.53%	92.32%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.53%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.99%	90.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.71%	95.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.96%	97.29%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.55%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.86%	99.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.79%	94.66%
CHEMBL209	P07477	Trypsin I	82.20%	90.00%
CHEMBL2443	P49862	Kallikrein 7	81.58%	94.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.85%	98.75%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.72%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.23%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162950255
• LOTUS: LTS0205723
• wikiData: Q105115032