N-[1-[[(3S,12R,15Z,18R)-3,12-bis(3-amino-3-oxopropyl)-15-ethylidene-21-(1-hydroxyethyl)-18-[(4-hydroxyphenyl)methyl]-7,25-dimethyl-2,5,8,11,14,17,20,23-octaoxo-6-[1-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-3-hydroxy-1-oxobutan-2-yl]-2,3-dihydroxytetradecanamide

Details

• Internal ID: 406069d6-3398-445c-b573-441c1f60a7d0
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides > Cyclic glycodepsipeptides
• IUPAC Name: N-[1-[[(3S,12R,15Z,18R)-3,12-bis(3-amino-3-oxopropyl)-15-ethylidene-21-(1-hydroxyethyl)-18-[(4-hydroxyphenyl)methyl]-7,25-dimethyl-2,5,8,11,14,17,20,23-octaoxo-6-[1-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-3-hydroxy-1-oxobutan-2-yl]-2,3-dihydroxytetradecanamide
• SMILES (Canonical): CCCCCCCCCCCC(C(C(=O)NC(C(C)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)CNC(=O)C(NC(=O)C(=CC)NC(=O)C(NC(=O)C(NC1=O)C(C)O)CC2=CC=C(C=C2)O)CCC(=O)N)C)C(C)OC3C(C(C(C(O3)CO)O)O)O)CCC(=O)N)C)O)O
• SMILES (Isomeric): CCCCCCCCCCCC(C(C(=O)NC(C(C)O)C(=O)NC1C(OC(=O)[C@@H](NC(=O)C(N(C(=O)CNC(=O)[C@H](NC(=O)/C(=C/C)/NC(=O)[C@H](NC(=O)C(NC1=O)C(C)O)CC2=CC=C(C=C2)O)CCC(=O)N)C)C(C)OC3[C@@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)O)CCC(=O)N)C)O)O
• InChI: InChI=1S/C62H99N11O24/c1-8-10-11-12-13-14-15-16-17-18-40(78)49(82)60(93)71-46(31(4)76)57(90)72-47-32(5)95-61(94)38(24-26-43(64)80)68-59(92)48(33(6)96-62-52(85)51(84)50(83)41(29-74)97-62)73(7)44(81)28-65-53(86)37(23-25-42(63)79)67-54(87)36(9-2)66-55(88)39(27-34-19-21-35(77)22-20-34)69-56(89)45(30(3)75)70-58(47)91/h9,19-22,30-33,37-41,45-52,62,74-78,82-85H,8,10-18,23-29H2,1-7H3,(H2,63,79)(H2,64,80)(H,65,86)(H,66,88)(H,67,87)(H,68,92)(H,69,89)(H,70,91)(H,71,93)(H,72,90)/b36-9-/t30?,31?,32?,33?,37-,38+,39-,40?,41+,45?,46?,47?,48?,49?,50+,51-,52-,62?/m1/s1
• InChI Key: TZKSEIAJQMPEJX-TZSXGBMXSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₉₉N₁₁O₂₄
• Molecular Weight: 1382.50 g/mol
• Exact Mass: 1381.68644307 g/mol
• Topological Polar Surface Area (TPSA): 566.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -6.11
• H-Bond Acceptor: 24
• H-Bond Donor: 19
• Rotatable Bonds: 29

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7416	74.16%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4243	42.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8018	80.18%
OATP1B3 inhibitior	+	0.9189	91.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9391	93.91%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8780	87.80%
CYP3A4 substrate	+	0.7539	75.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	+	0.5066	50.66%
CYP2C9 inhibition	-	0.8211	82.11%
CYP2C19 inhibition	-	0.9061	90.61%
CYP2D6 inhibition	-	0.8200	82.00%
CYP1A2 inhibition	-	0.8897	88.97%
CYP2C8 inhibition	+	0.8190	81.90%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5685	56.85%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.7614	76.14%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6991	69.91%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6870	68.70%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6875	68.75%
Acute Oral Toxicity (c)	III	0.6485	64.85%
Estrogen receptor binding	+	0.5850	58.50%
Androgen receptor binding	+	0.7386	73.86%
Thyroid receptor binding	+	0.6580	65.80%
Glucocorticoid receptor binding	+	0.7988	79.88%
Aromatase binding	+	0.7261	72.61%
PPAR gamma	+	0.7849	78.49%
Honey bee toxicity	-	0.6387	63.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5226	52.26%
Fish aquatic toxicity	+	0.8247	82.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.99%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.76%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.31%	91.11%
CHEMBL3837	P07711	Cathepsin L	98.43%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.02%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.31%	90.08%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.26%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.03%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.66%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.13%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.16%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.81%	97.25%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.55%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	92.89%	98.59%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.72%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.68%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.12%	89.67%
CHEMBL2514	O95665	Neurotensin receptor 2	91.73%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.59%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.38%	95.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.31%	91.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.48%	94.66%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.25%	95.83%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	89.91%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.67%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.40%	96.90%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.18%	98.05%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.18%	95.64%
CHEMBL4072	P07858	Cathepsin B	89.05%	93.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	88.81%	85.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.72%	91.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.54%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	87.66%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.13%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.12%	97.14%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.35%	97.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.59%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.35%	91.24%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	84.23%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.18%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.99%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.84%	94.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	82.50%	95.00%
CHEMBL3891	P07384	Calpain 1	81.66%	93.04%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.32%	89.50%
CHEMBL299	P17252	Protein kinase C alpha	80.97%	98.03%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.05%	92.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 155802346
• LOTUS: LTS0193510
• wikiData: Q104203024