5-[[5-Amino-1-[[10-(3-amino-3-oxopropyl)-4-butan-2-yl-22-(2-carboxyethyl)-25-(1-hydroxyethyl)-7-[(4-hydroxyphenyl)methyl]-19-methyl-3,6,9,12,18,21,24,27-octaoxo-2-oxa-5,8,11,17,20,23,26-heptazatricyclo[28.2.2.013,17]tetratriaconta-1(33),30(34),31-trien-28-yl]amino]-1-oxopentan-2-yl]amino]-4-[(3-hydroxy-14-methylpentadecanoyl)amino]-5-oxopentanoic acid

Details

• Internal ID: 8fb56a6c-61f7-4a6b-86bb-d680d1bc4bd3
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 5-[[5-amino-1-[[10-(3-amino-3-oxopropyl)-4-butan-2-yl-22-(2-carboxyethyl)-25-(1-hydroxyethyl)-7-[(4-hydroxyphenyl)methyl]-19-methyl-3,6,9,12,18,21,24,27-octaoxo-2-oxa-5,8,11,17,20,23,26-heptazatricyclo[28.2.2.013,17]tetratriaconta-1(33),30(34),31-trien-28-yl]amino]-1-oxopentan-2-yl]amino]-4-[(3-hydroxy-14-methylpentadecanoyl)amino]-5-oxopentanoic acid
• SMILES (Canonical): CCC(C)C1C(=O)OC2=CC=C(CC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N1)CC4=CC=C(C=C4)O)CCC(=O)N)C)CCC(=O)O)C(C)O)NC(=O)C(CCCN)NC(=O)C(CCC(=O)O)NC(=O)CC(CCCCCCCCCCC(C)C)O)C=C2
• SMILES (Isomeric): CCC(C)C1C(=O)OC2=CC=C(CC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N3CCCC3C(=O)NC(C(=O)NC(C(=O)N1)CC4=CC=C(C=C4)O)CCC(=O)N)C)CCC(=O)O)C(C)O)NC(=O)C(CCCN)NC(=O)C(CCC(=O)O)NC(=O)CC(CCCCCCCCCCC(C)C)O)C=C2
• InChI: InChI=1S/C72H110N12O20/c1-7-42(4)61-72(103)104-49-28-24-46(25-29-49)39-55(80-64(95)50(20-16-36-73)77-65(96)51(31-34-59(90)91)76-58(89)40-48(87)19-15-13-11-9-8-10-12-14-18-41(2)3)68(99)83-62(44(6)85)70(101)79-53(32-35-60(92)93)63(94)75-43(5)71(102)84-37-17-21-56(84)69(100)78-52(30-33-57(74)88)66(97)81-54(67(98)82-61)38-45-22-26-47(86)27-23-45/h22-29,41-44,48,50-56,61-62,85-87H,7-21,30-40,73H2,1-6H3,(H2,74,88)(H,75,94)(H,76,89)(H,77,96)(H,78,100)(H,79,101)(H,80,95)(H,81,97)(H,82,98)(H,83,99)(H,90,91)(H,92,93)
• InChI Key: FTJPYILLHHIIOP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₂H₁₁₀N₁₂O₂₀
• Molecular Weight: 1463.70 g/mol
• Exact Mass: 1462.79593394 g/mol
• Topological Polar Surface Area (TPSA): 513.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 19
• H-Bond Donor: 16
• Rotatable Bonds: 35

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6101	61.01%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.5479	54.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8289	82.89%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9583	95.83%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8893	88.93%
CYP3A4 substrate	+	0.7487	74.87%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.7161	71.61%
CYP2C9 inhibition	-	0.9069	90.69%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.8535	85.35%
CYP1A2 inhibition	-	0.9594	95.94%
CYP2C8 inhibition	+	0.8179	81.79%
CYP inhibitory promiscuity	-	0.9317	93.17%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7890	78.90%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7227	72.27%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.4875	48.75%
Acute Oral Toxicity (c)	III	0.5632	56.32%
Estrogen receptor binding	+	0.6149	61.49%
Androgen receptor binding	+	0.7414	74.14%
Thyroid receptor binding	+	0.6633	66.33%
Glucocorticoid receptor binding	+	0.7677	76.77%
Aromatase binding	+	0.7482	74.82%
PPAR gamma	+	0.7501	75.01%
Honey bee toxicity	-	0.6655	66.55%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9596	95.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.81%	94.45%
CHEMBL3837	P07711	Cathepsin L	98.63%	96.61%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	98.03%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.89%	99.17%
CHEMBL236	P41143	Delta opioid receptor	97.67%	99.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	97.29%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.44%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.34%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.27%	85.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.94%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.56%	94.66%
CHEMBL220	P22303	Acetylcholinesterase	94.68%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.43%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.59%	98.05%
CHEMBL1255126	O15151	Protein Mdm4	93.21%	90.20%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.01%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	92.39%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.95%	96.47%
CHEMBL1293287	P14735	Insulin-degrading enzyme	91.76%	88.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.52%	95.50%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	91.13%	97.23%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	90.96%	96.11%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.91%	95.00%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	90.79%	96.67%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.66%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.36%	97.64%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	90.33%	98.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.15%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	89.80%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.59%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.41%	89.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.65%	85.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.30%	90.93%
CHEMBL1902	P62942	FK506-binding protein 1A	87.25%	97.05%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	87.16%	88.42%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.81%	100.00%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	85.60%	100.00%
CHEMBL1075317	P61964	WD repeat-containing protein 5	85.55%	96.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.78%	98.33%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.98%	99.18%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	82.57%	98.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.44%	97.53%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.70%	93.10%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.48%	97.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.14%	91.19%
CHEMBL325	Q13547	Histone deacetylase 1	81.04%	95.92%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.82%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.39%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.28%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 60076016
• LOTUS: LTS0005589
• wikiData: Q105105558