3-[27-[[2-[[5-Amino-5-oxo-2-(pyrrolidine-2-carbonylamino)pentanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-12-(3-aminopropyl)-3-butan-2-yl-9,29-dihydroxy-18-(1-hydroxyethyl)-6,15-bis[(4-hydroxyphenyl)methyl]-24-methyl-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclotriacont-21-yl]propanoic acid

Details

• Internal ID: ff80abf4-83a8-4518-837d-81e4225390eb
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[27-[[2-[[5-amino-5-oxo-2-(pyrrolidine-2-carbonylamino)pentanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-12-(3-aminopropyl)-3-butan-2-yl-9,29-dihydroxy-18-(1-hydroxyethyl)-6,15-bis[(4-hydroxyphenyl)methyl]-24-methyl-2,5,8,11,14,17,20,23,26-nonaoxo-1-oxa-4,7,10,13,16,19,22,25-octazacyclotriacont-21-yl]propanoic acid
• InChI: InChI=1S/C67H94N14O22/c1-5-33(2)53-67(102)103-32-42(86)31-50(76-62(97)47(28-36-10-16-39(83)17-11-36)75-57(92)45(22-24-51(69)87)74-56(91)43-9-7-27-70-43)60(95)71-34(3)55(90)72-46(23-25-52(88)89)58(93)80-54(35(4)82)64(99)77-48(29-37-12-18-40(84)19-13-37)61(96)73-44(8-6-26-68)59(94)81-66(101)65(100)78-49(63(98)79-53)30-38-14-20-41(85)21-15-38/h10-21,33-35,42-50,53-54,66,70,82-86,101H,5-9,22-32,68H2,1-4H3,(H2,69,87)(H,71,95)(H,72,90)(H,73,96)(H,74,91)(H,75,92)(H,76,97)(H,77,99)(H,78,100)(H,79,98)(H,80,93)(H,81,94)(H,88,89)
• InChI Key: NVQSOBYWDGPCAF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₉₄N₁₄O₂₂
• Molecular Weight: 1447.50 g/mol
• Exact Mass: 1446.66671068 g/mol
• Topological Polar Surface Area (TPSA): 586.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): -5.51
• H-Bond Acceptor: 23
• H-Bond Donor: 21
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4697	46.97%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Nucleus	0.4601	46.01%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8304	83.04%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9392	93.92%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8901	89.01%
CYP3A4 substrate	+	0.7446	74.46%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8122	81.22%
CYP3A4 inhibition	-	0.7084	70.84%
CYP2C9 inhibition	-	0.9133	91.33%
CYP2C19 inhibition	-	0.8821	88.21%
CYP2D6 inhibition	-	0.8708	87.08%
CYP1A2 inhibition	-	0.9213	92.13%
CYP2C8 inhibition	+	0.7978	79.78%
CYP inhibitory promiscuity	-	0.8934	89.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6162	61.62%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7284	72.84%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8710	87.10%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9484	94.84%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6672	66.72%
Acute Oral Toxicity (c)	III	0.6622	66.22%
Estrogen receptor binding	+	0.5932	59.32%
Androgen receptor binding	+	0.7597	75.97%
Thyroid receptor binding	+	0.6958	69.58%
Glucocorticoid receptor binding	+	0.7776	77.76%
Aromatase binding	+	0.7337	73.37%
PPAR gamma	+	0.7720	77.20%
Honey bee toxicity	-	0.6859	68.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6943	69.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.94%	96.61%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	99.89%	93.10%
CHEMBL2581	P07339	Cathepsin D	99.77%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.68%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	99.32%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.54%	96.09%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	98.30%	97.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.14%	94.45%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	97.86%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.37%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	97.10%	90.20%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.70%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.46%	90.08%
CHEMBL220	P22303	Acetylcholinesterase	95.38%	94.45%
CHEMBL236	P41143	Delta opioid receptor	95.29%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.69%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	94.68%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.16%	97.14%
CHEMBL206	P03372	Estrogen receptor alpha	94.02%	97.64%
CHEMBL242	Q92731	Estrogen receptor beta	93.89%	98.35%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.75%	96.47%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	93.62%	96.67%
CHEMBL259	P32245	Melanocortin receptor 4	93.51%	95.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.80%	90.71%
CHEMBL1293287	P14735	Insulin-degrading enzyme	92.36%	88.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.58%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.44%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.99%	93.00%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	90.70%	94.55%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.55%	98.05%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.22%	97.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.15%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.93%	95.89%
CHEMBL1801	P00747	Plasminogen	89.27%	92.44%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.02%	82.69%
CHEMBL226	P30542	Adenosine A1 receptor	88.64%	95.93%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	88.57%	98.94%
CHEMBL340	P08684	Cytochrome P450 3A4	88.42%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.36%	95.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.78%	91.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.44%	89.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.87%	96.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.55%	96.90%
CHEMBL2821	P00748	Coagulation factor XII	85.24%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	84.85%	94.75%
CHEMBL2327	P21452	Neurokinin 2 receptor	84.51%	98.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.35%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.29%	92.88%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.21%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.92%	97.25%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	83.63%	96.11%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.55%	96.33%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.38%	85.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.27%	88.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.65%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.47%	97.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.43%	98.33%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.15%	100.00%
CHEMBL4198	P98170	Inhibitor of apoptosis protein 3	80.92%	97.79%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	80.79%	98.00%
CHEMBL4633	P22001	Voltage-gated potassium channel subunit Kv1.3	80.64%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.51%	97.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162953404
• LOTUS: LTS0013650
• wikiData: Q105186376