(4R)-5-[[(2S)-4-amino-1-[[(3S,9R,15S,18R,21S,24S,30S,31R)-18-(4-aminobutyl)-9-(2-amino-2-oxoethyl)-15-[carboxy(methoxy)methyl]-21-(carboxymethyl)-6-(1-carboxypropan-2-yl)-24,28,31-trimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl]amino]-3-hydroxy-1,4-dioxobutan-2-yl]amino]-4-[[(2S)-3-(1H-indol-3-yl)-2-(8-methyldecylamino)propanoyl]amino]-5-oxopentanoic acid

Details

• Internal ID: 11c7dac6-4454-4c5f-ad16-893f47bbb2ea
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (4R)-5-[[(2S)-4-amino-1-[[(3S,9R,15S,18R,21S,24S,30S,31R)-18-(4-aminobutyl)-9-(2-amino-2-oxoethyl)-15-[carboxy(methoxy)methyl]-21-(carboxymethyl)-6-(1-carboxypropan-2-yl)-24,28,31-trimethyl-2,5,8,11,14,17,20,23,26,29-decaoxo-3-propan-2-yl-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-30-yl]amino]-3-hydroxy-1,4-dioxobutan-2-yl]amino]-4-[[(2S)-3-(1H-indol-3-yl)-2-(8-methyldecylamino)propanoyl]amino]-5-oxopentanoic acid
• SMILES (Canonical): CCC(C)CCCCCCCNC(CC1=CNC2=CC=CC=C21)C(=O)NC(CCC(=O)O)C(=O)NC(C(C(=O)N)O)C(=O)NC3C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CN(C3=O)C)C)CC(=O)O)CCCCN)C(C(=O)O)OC)CC(=O)N)C(C)CC(=O)O)C(C)C)C
• SMILES (Isomeric): CCC(C)CCCCCCCN[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@H](CCC(=O)O)C(=O)N[C@@H](C(C(=O)N)O)C(=O)N[C@H]3[C@H](OC(=O)[C@@H](NC(=O)C(NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CN(C3=O)C)C)CC(=O)O)CCCCN)C(C(=O)O)OC)CC(=O)N)C(C)CC(=O)O)C(C)C)C
• InChI: InChI=1S/C73H113N17O26/c1-10-36(4)20-14-12-11-13-19-27-77-45(29-40-32-78-42-22-16-15-21-41(40)42)65(105)83-44(24-25-51(94)95)64(104)88-57(59(100)61(76)101)70(110)87-56-39(7)116-73(114)54(35(2)3)85-69(109)55(37(5)28-52(96)97)86-67(107)46(30-48(75)91)81-49(92)33-79-68(108)58(60(115-9)72(112)113)89-63(103)43(23-17-18-26-74)82-66(106)47(31-53(98)99)84-62(102)38(6)80-50(93)34-90(8)71(56)111/h15-16,21-22,32,35-39,43-47,54-60,77-78,100H,10-14,17-20,23-31,33-34,74H2,1-9H3,(H2,75,91)(H2,76,101)(H,79,108)(H,80,93)(H,81,92)(H,82,106)(H,83,105)(H,84,102)(H,85,109)(H,86,107)(H,87,110)(H,88,104)(H,89,103)(H,94,95)(H,96,97)(H,98,99)(H,112,113)/t36?,37?,38-,39+,43+,44+,45-,46+,47-,54-,55?,56-,57-,58-,59?,60?/m0/s1
• InChI Key: HQVCYQAKCXHTHC-BJXXYUDUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₃H₁₁₃N₁₇O₂₆
• Molecular Weight: 1644.80 g/mol
• Exact Mass: 1643.80426678 g/mol
• Topological Polar Surface Area (TPSA): 685.00 Ų
• XlogP: -6.40
• Atomic LogP (AlogP): -5.50
• H-Bond Acceptor: 24
• H-Bond Donor: 21
• Rotatable Bonds: 38

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6835	68.35%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5651	56.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8075	80.75%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.7609	76.09%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9648	96.48%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8840	88.40%
CYP3A4 substrate	+	0.7607	76.07%
CYP2C9 substrate	-	0.7955	79.55%
CYP2D6 substrate	-	0.8002	80.02%
CYP3A4 inhibition	-	0.7250	72.50%
CYP2C9 inhibition	-	0.8232	82.32%
CYP2C19 inhibition	-	0.8574	85.74%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.9276	92.76%
CYP2C8 inhibition	+	0.8434	84.34%
CYP inhibitory promiscuity	-	0.9290	92.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.7729	77.29%
Skin corrosion	-	0.9259	92.59%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7127	71.27%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.6214	62.14%
skin sensitisation	-	0.8824	88.24%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6030	60.30%
Acute Oral Toxicity (c)	III	0.5579	55.79%
Estrogen receptor binding	-	0.5475	54.75%
Androgen receptor binding	+	0.7322	73.22%
Thyroid receptor binding	+	0.8086	80.86%
Glucocorticoid receptor binding	+	0.8432	84.32%
Aromatase binding	+	0.8235	82.35%
PPAR gamma	+	0.7775	77.75%
Honey bee toxicity	-	0.6097	60.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7879	78.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.73%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.63%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.87%	96.61%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.68%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.50%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.44%	97.64%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	96.25%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.78%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.57%	98.05%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	94.47%	96.11%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	94.23%	88.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	92.39%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.08%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.08%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.88%	97.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.28%	98.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.22%	95.56%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	89.87%	96.25%
CHEMBL1949	P62937	Cyclophilin A	89.80%	98.57%
CHEMBL4071	P08311	Cathepsin G	89.79%	94.64%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.58%	89.62%
CHEMBL3776	Q14790	Caspase-8	89.50%	97.06%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.24%	100.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.17%	88.56%
CHEMBL1255126	O15151	Protein Mdm4	89.17%	90.20%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	89.14%	92.32%
CHEMBL4801	P29466	Caspase-1	89.13%	96.85%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.79%	82.38%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	88.28%	96.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.36%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.90%	93.10%
CHEMBL255	P29275	Adenosine A2b receptor	86.88%	98.59%
CHEMBL221	P23219	Cyclooxygenase-1	86.82%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.64%	93.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.71%	95.83%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.46%	94.66%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.17%	96.00%
CHEMBL1781	P11387	DNA topoisomerase I	83.94%	97.00%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.25%	89.50%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	83.01%	98.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.92%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	82.90%	94.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.86%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.36%	95.50%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.05%	96.31%
CHEMBL2535	P11166	Glucose transporter	81.61%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	80.98%	95.62%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	80.20%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162821045
• LOTUS: LTS0033026
• wikiData: Q105032451