N-[(E)-1-[[12-(3-amino-3-oxopropyl)-3-[3-(diaminomethylideneamino)propyl]-6,21-bis(1-hydroxyethyl)-7,25-dimethyl-18-(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1-oxobut-2-en-2-yl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradecanamide

Details

• Internal ID: 2e3468ab-9c0b-4741-9bd8-3f7c34b8dcef
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides > Cyclic glycodepsipeptides
• IUPAC Name: N-[(E)-1-[[12-(3-amino-3-oxopropyl)-3-[3-(diaminomethylideneamino)propyl]-6,21-bis(1-hydroxyethyl)-7,25-dimethyl-18-(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1-oxobut-2-en-2-yl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradecanamide
• InChI: InChI=1S/C58H101N13O20/c1-9-11-12-13-14-15-16-17-18-20-34(90-57-49(81)48(80)47(79)39(29-72)91-57)26-41(76)65-35(10-2)52(84)70-45-33(7)89-56(88)37(21-19-24-62-58(60)61)67-55(87)46(32(6)74)71(8)43(78)28-64-50(82)36(22-23-40(59)75)66-42(77)27-63-51(83)38(25-30(3)4)68-53(85)44(31(5)73)69-54(45)86/h10,30-34,36-39,44-49,57,72-74,79-81H,9,11-29H2,1-8H3,(H2,59,75)(H,63,83)(H,64,82)(H,65,76)(H,66,77)(H,67,87)(H,68,85)(H,69,86)(H,70,84)(H4,60,61,62)/b35-10+
• InChI Key: GMKUYPOKOFFZTR-KJRGEGHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₁₀₁N₁₃O₂₀
• Molecular Weight: 1300.50 g/mol
• Exact Mass: 1299.72858266 g/mol
• Topological Polar Surface Area (TPSA): 527.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -4.94
• H-Bond Acceptor: 21
• H-Bond Donor: 17
• Rotatable Bonds: 29

Synonyms

• 74188-23-1
• N-[(E)-1-[[12-(3-amino-3-oxopropyl)-3-[3-(diaminomethylideneamino)propyl]-6,21-bis(1-hydroxyethyl)-7,25-dimethyl-18-(2-methylpropyl)-2,5,8,11,14,17,20,23-octaoxo-1-oxa-4,7,10,13,16,19,22-heptazacyclopentacos-24-yl]amino]-1-oxobut-2-en-2-yl]-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetradecanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6586	65.86%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Lysosomes	0.4619	46.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7981	79.81%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9578	95.78%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8619	86.19%
CYP3A4 substrate	+	0.7491	74.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.7907	79.07%
CYP2C19 inhibition	-	0.8213	82.13%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.8050	80.50%
CYP2C8 inhibition	+	0.8027	80.27%
CYP inhibitory promiscuity	-	0.9856	98.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5637	56.37%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.7516	75.16%
Skin corrosion	-	0.9141	91.41%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7029	70.29%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6015	60.15%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4733	47.33%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	+	0.5784	57.84%
Androgen receptor binding	+	0.7316	73.16%
Thyroid receptor binding	+	0.6712	67.12%
Glucocorticoid receptor binding	+	0.7732	77.32%
Aromatase binding	+	0.7618	76.18%
PPAR gamma	+	0.7647	76.47%
Honey bee toxicity	-	0.6481	64.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5073	50.73%
Fish aquatic toxicity	-	0.3755	37.55%

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	99.98%	83.82%
CHEMBL2581	P07339	Cathepsin D	99.60%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL3837	P07711	Cathepsin L	98.61%	96.61%
CHEMBL4588	P22894	Matrix metalloproteinase 8	98.08%	94.66%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.79%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	96.72%	96.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.73%	92.86%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.24%	93.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	93.27%	96.90%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.68%	97.29%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.43%	96.31%
CHEMBL2094135	Q96BI3	Gamma-secretase	92.16%	98.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.95%	89.00%
CHEMBL230	P35354	Cyclooxygenase-2	91.60%	89.63%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.42%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	91.12%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.08%	100.00%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	91.00%	85.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.91%	95.50%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	90.45%	96.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.08%	100.00%
CHEMBL4071	P08311	Cathepsin G	89.99%	94.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.89%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.91%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.72%	92.08%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.62%	97.47%
CHEMBL3401	O75469	Pregnane X receptor	87.37%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.35%	90.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.30%	91.24%
CHEMBL2514	O95665	Neurotensin receptor 2	86.84%	100.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	86.64%	91.81%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.62%	96.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	86.37%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.02%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.67%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.67%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.55%	91.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.31%	98.75%
CHEMBL255	P29275	Adenosine A2b receptor	84.93%	98.59%
CHEMBL4072	P07858	Cathepsin B	84.56%	93.67%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.19%	92.88%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.84%	91.38%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	83.72%	92.32%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.47%	96.61%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.34%	93.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.16%	82.38%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.76%	95.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.70%	97.64%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.09%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.06%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.82%	95.83%
CHEMBL2443	P49862	Kallikrein 7	80.79%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.39%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.11%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6438722
• LOTUS: LTS0109124
• wikiData: Q105011995