Pipecolidepsin A

Details

• Internal ID: e785d76a-bd1f-437a-b139-7b3988000f81
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3R)-4-[[(2R,3R,4S)-7-amino-1-[[(2S,3S,4R)-5-amino-1-[[(3R,6S,9S,12S,15R,18R,21R,22R,25S)-15-(4-aminobutyl)-6-[(1S)-2-amino-1-ethoxy-2-oxoethyl]-9-(3-amino-3-oxopropyl)-3-(carboxymethyl)-18-[(1R)-1-hydroxyethyl]-10-methyl-22-[(2R)-3-methylbutan-2-yl]-12-(2-methylpropyl)-2,5,8,11,14,17,20,24-octaoxo-23-oxa-1,4,7,10,13,16,19-heptazabicyclo[23.4.0]nonacosan-21-yl]amino]-3,4-dimethyl-1,5-dioxopentan-2-yl]amino]-2,3-dihydroxy-1,7-dioxoheptan-4-yl]amino]-3-[[(2R,3R,4R)-3-hydroxy-2,4,6-trimethylheptanoyl]amino]-4-oxobutanoic acid
• InChI: InChI=1S/C74H126N16O26/c1-15-115-60(62(79)102)55-69(109)84-45(31-51(96)97)73(113)90-27-19-17-21-47(90)74(114)116-59(36(9)34(6)7)54(70(110)86-53(40(13)91)68(108)81-42(20-16-18-26-75)64(104)83-44(29-33(4)5)72(112)89(14)46(66(106)87-55)23-25-49(77)93)88-67(107)52(37(10)38(11)61(78)101)85-71(111)58(100)57(99)41(22-24-48(76)92)80-65(105)43(30-50(94)95)82-63(103)39(12)56(98)35(8)28-32(2)3/h32-47,52-60,91,98-100H,15-31,75H2,1-14H3,(H2,76,92)(H2,77,93)(H2,78,101)(H2,79,102)(H,80,105)(H,81,108)(H,82,103)(H,83,104)(H,84,109)(H,85,111)(H,86,110)(H,87,106)(H,88,107)(H,94,95)(H,96,97)/t35-,36-,37+,38-,39-,40-,41+,42-,43-,44+,45-,46+,47+,52+,53-,54-,55+,56-,57-,58-,59-,60+/m1/s1
• InChI Key: GTYJXVFIZIPDHB-UDTMUOKGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₄H₁₂₆N₁₆O₂₆
• Molecular Weight: 1655.90 g/mol
• Exact Mass: 1654.90291819 g/mol
• Topological Polar Surface Area (TPSA): 692.00 Ų
• XlogP: -5.70
• Atomic LogP (AlogP): -6.14
• H-Bond Acceptor: 25
• H-Bond Donor: 20
• Rotatable Bonds: 40

Synonyms

• CHEMBL3108786

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8482	84.82%
Caco-2	-	0.8581	85.81%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.6513	65.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8119	81.19%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9510	95.10%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8807	88.07%
CYP3A4 substrate	+	0.7557	75.57%
CYP2C9 substrate	-	0.6032	60.32%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.9096	90.96%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.9094	90.94%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.9450	94.50%
CYP2C8 inhibition	+	0.8300	83.00%
CYP inhibitory promiscuity	-	0.9920	99.20%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6222	62.22%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7631	76.31%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5623	56.23%
skin sensitisation	-	0.8741	87.41%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7944	79.44%
Acute Oral Toxicity (c)	III	0.6213	62.13%
Estrogen receptor binding	+	0.5464	54.64%
Androgen receptor binding	+	0.7557	75.57%
Thyroid receptor binding	+	0.6830	68.30%
Glucocorticoid receptor binding	+	0.7826	78.26%
Aromatase binding	+	0.7889	78.89%
PPAR gamma	+	0.8033	80.33%
Honey bee toxicity	-	0.6391	63.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.6116	61.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.78%	96.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	98.76%	98.05%
CHEMBL3837	P07711	Cathepsin L	98.48%	96.61%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	98.38%	96.11%
CHEMBL4801	P29466	Caspase-1	97.97%	96.85%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	97.59%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	97.54%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.15%	93.56%
CHEMBL236	P41143	Delta opioid receptor	97.00%	99.35%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	96.96%	88.42%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	96.03%	95.00%
CHEMBL221	P23219	Cyclooxygenase-1	96.00%	90.17%
CHEMBL4588	P22894	Matrix metalloproteinase 8	95.81%	94.66%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.54%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	95.46%	89.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	95.35%	97.31%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.91%	97.64%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	94.38%	95.50%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	94.00%	96.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.75%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.62%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.44%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	93.36%	97.86%
CHEMBL3776	Q14790	Caspase-8	92.77%	97.06%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	92.56%	96.25%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	92.42%	96.47%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	92.34%	92.32%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.24%	96.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.09%	93.03%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	92.00%	97.43%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.98%	96.90%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	91.20%	99.77%
CHEMBL2514	O95665	Neurotensin receptor 2	90.38%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	90.24%	98.59%
CHEMBL3468	P55210	Caspase-7	90.24%	95.68%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	89.59%	98.94%
CHEMBL340	P08684	Cytochrome P450 3A4	89.28%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.04%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.97%	90.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.43%	90.08%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	87.71%	98.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.47%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.37%	94.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.32%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.21%	99.23%
CHEMBL5028	O14672	ADAM10	86.91%	97.50%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.82%	94.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.14%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	85.10%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.07%	97.14%
CHEMBL1075317	P61964	WD repeat-containing protein 5	84.58%	96.33%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	84.24%	90.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	82.57%	95.27%
CHEMBL4071	P08311	Cathepsin G	81.92%	94.64%
CHEMBL3384	Q16512	Protein kinase N1	81.90%	80.71%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.87%	96.00%
CHEMBL1801	P00747	Plasminogen	81.86%	92.44%
CHEMBL2334	P42574	Caspase-3	81.13%	98.25%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.81%	94.78%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.58%	96.37%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.40%	99.29%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.00%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71660563
• LOTUS: LTS0122709
• wikiData: Q105019664