(4S)-5-[[(2R)-5-amino-1-[[(4S,7R,10S,13S,19S,22S,25R,28S)-10-(3-amino-3-oxopropyl)-4-[(2S)-butan-2-yl]-22-(2-carboxyethyl)-25-[(1R)-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-hydroxyhexadecanoylamino)-5-oxopentanoic acid

Details

• Internal ID: 89160329-a61a-477b-9ca8-b3f985391a87
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (4S)-5-[[(2R)-5-amino-1-[[(4S,7R,10S,13S,19S,22S,25R,28S)-10-(3-amino-3-oxopropyl)-4-[(2S)-butan-2-yl]-22-(2-carboxyethyl)-25-[(1R)-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-hydroxyhexadecanoylamino)-5-oxopentanoic acid
• SMILES (Canonical): CCCCCCCCCCCCCC(CC(=O)NC(CCC(=O)O)C(=O)NC(CCCN)C(=O)NC1CC2=CC=C(C=C2)OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C3CCCN3C(=O)C(NC(=O)C(NC(=O)C(NC1=O)C(C)O)CCC(=O)O)C)CCC(=O)N)CC4=CC=C(C=C4)O)C(C)CC)O
• SMILES (Isomeric): CCCCCCCCCCCCCC(CC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@H](CCCN)C(=O)N[C@H]1CC2=CC=C(C=C2)OC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H]3CCCN3C(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC1=O)[C@@H](C)O)CCC(=O)O)C)CCC(=O)N)CC4=CC=C(C=C4)O)[C@@H](C)CC)O
• InChI: InChI=1S/C72H110N12O20/c1-6-8-9-10-11-12-13-14-15-16-17-20-48(87)41-58(89)76-51(32-35-59(90)91)65(96)77-50(21-18-37-73)64(95)80-55-40-46-25-29-49(30-26-46)104-72(103)61(42(3)7-2)82-67(98)54(39-45-23-27-47(86)28-24-45)81-66(97)52(31-34-57(74)88)78-69(100)56-22-19-38-84(56)71(102)43(4)75-63(94)53(33-36-60(92)93)79-70(101)62(44(5)85)83-68(55)99/h23-30,42-44,48,50-56,61-62,85-87H,6-22,31-41,73H2,1-5H3,(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)/t42-,43-,44+,48?,50+,51-,52-,53-,54+,55-,56-,61-,62+/m0/s1
• InChI Key: CUOJDWBMJMRDHN-VNDYOLDHSA-N
• Popularity: 29 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: 2.50
• Atomic LogP (AlogP): 1.08
• H-Bond Acceptor: 19
• H-Bond Donor: 16
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4857	48.57%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Lysosomes	0.4960	49.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8208	82.08%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9537	95.37%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.8895	88.95%
CYP3A4 substrate	+	0.7477	74.77%
CYP2C9 substrate	-	0.5968	59.68%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.7396	73.96%
CYP2C9 inhibition	-	0.9199	91.99%
CYP2C19 inhibition	-	0.8872	88.72%
CYP2D6 inhibition	-	0.8267	82.67%
CYP1A2 inhibition	-	0.9556	95.56%
CYP2C8 inhibition	+	0.8221	82.21%
CYP inhibitory promiscuity	-	0.9318	93.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5920	59.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7910	79.10%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7166	71.66%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8890	88.90%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6448	64.48%
Acute Oral Toxicity (c)	III	0.5685	56.85%
Estrogen receptor binding	+	0.6182	61.82%
Androgen receptor binding	+	0.7393	73.93%
Thyroid receptor binding	+	0.6556	65.56%
Glucocorticoid receptor binding	+	0.7600	76.00%
Aromatase binding	+	0.7511	75.11%
PPAR gamma	+	0.7518	75.18%
Honey bee toxicity	-	0.6792	67.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9430	94.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.28%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.80%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.77%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.73%	99.17%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	98.14%	82.38%
CHEMBL3837	P07711	Cathepsin L	98.07%	96.61%
CHEMBL236	P41143	Delta opioid receptor	96.90%	99.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	96.80%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.44%	90.08%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.30%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.12%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.80%	95.89%
CHEMBL4588	P22894	Matrix metalloproteinase 8	94.63%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.40%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.73%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.02%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.83%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.41%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.33%	97.64%
CHEMBL2514	O95665	Neurotensin receptor 2	91.49%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	91.36%	90.20%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.30%	96.90%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.29%	96.47%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	91.01%	97.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.98%	85.14%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	90.87%	96.11%
CHEMBL1293287	P14735	Insulin-degrading enzyme	90.29%	88.10%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	89.89%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.83%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.48%	89.50%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	88.30%	98.94%
CHEMBL1902	P62942	FK506-binding protein 1A	88.12%	97.05%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	87.90%	96.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.73%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.39%	98.05%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.74%	85.00%
CHEMBL220	P22303	Acetylcholinesterase	85.52%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.09%	97.53%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	84.67%	100.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.49%	98.33%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.25%	96.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.09%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.70%	99.18%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	82.10%	98.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.35%	92.88%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.92%	92.08%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.87%	90.93%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.71%	88.42%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588824
• LOTUS: LTS0236114
• wikiData: Q104970394