(2S)-N-[(2R)-1-[[(2S)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-[(1R)-1-hydroxyethyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]-2-[[(2R)-2,3-dihydroxypropanoyl]amino]-5-(4-hydroxyphenyl)pentanamide

Details

• Internal ID: 5200aeb2-1183-4f73-8727-614c6d8507a6
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-N-[(2R)-1-[[(2S)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[(3-chloro-4-hydroxyphenyl)methyl]-21-hydroxy-2-[(1R)-1-hydroxyethyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]-2-[[(2R)-2,3-dihydroxypropanoyl]amino]-5-(4-hydroxyphenyl)pentanamide
• InChI: InChI=1S/C56H82ClN9O17/c1-26(2)22-38-49(75)60-37-19-21-42(72)66(54(37)80)46(30(8)68)55(81)65(10)39(24-33-16-20-40(70)35(57)23-33)50(76)63-44(28(5)6)56(82)83-31(9)45(53(79)61-38)64-52(78)43(27(3)4)62-47(73)29(7)58-48(74)36(59-51(77)41(71)25-67)13-11-12-32-14-17-34(69)18-15-32/h14-18,20,23,26-31,36-39,41-46,67-72H,11-13,19,21-22,24-25H2,1-10H3,(H,58,74)(H,59,77)(H,60,75)(H,61,79)(H,62,73)(H,63,76)(H,64,78)/t29-,30-,31-,36+,37+,38+,39+,41-,42-,43+,44+,45+,46+/m1/s1
• InChI Key: DDRDKAKGHUYAPS-HGGGZJIKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₂ClN₉O₁₇
• Molecular Weight: 1188.80 g/mol
• Exact Mass: 1187.5517199 g/mol
• Topological Polar Surface Area (TPSA): 392.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 20

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6129	61.29%
Caco-2	-	0.8633	86.33%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4688	46.88%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.8115	81.15%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9228	92.28%
P-glycoprotein inhibitior	+	0.7415	74.15%
P-glycoprotein substrate	+	0.8830	88.30%
CYP3A4 substrate	+	0.7541	75.41%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.8788	87.88%
CYP2C9 inhibition	-	0.8553	85.53%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.8780	87.80%
CYP1A2 inhibition	-	0.9076	90.76%
CYP2C8 inhibition	+	0.8066	80.66%
CYP inhibitory promiscuity	-	0.9378	93.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.5613	56.13%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.7799	77.99%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6759	67.59%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8668	86.68%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5606	56.06%
Acute Oral Toxicity (c)	III	0.6287	62.87%
Estrogen receptor binding	+	0.7163	71.63%
Androgen receptor binding	+	0.7463	74.63%
Thyroid receptor binding	+	0.6669	66.69%
Glucocorticoid receptor binding	+	0.6974	69.74%
Aromatase binding	+	0.6778	67.78%
PPAR gamma	+	0.8121	81.21%
Honey bee toxicity	-	0.6623	66.23%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5149	51.49%
Fish aquatic toxicity	+	0.8334	83.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.94%	98.95%
CHEMBL4072	P07858	Cathepsin B	99.90%	93.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.31%	94.45%
CHEMBL3837	P07711	Cathepsin L	99.25%	96.61%
CHEMBL4040	P28482	MAP kinase ERK2	98.70%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	97.93%	85.00%
CHEMBL226	P30542	Adenosine A1 receptor	97.90%	95.93%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.74%	90.08%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	96.96%	95.34%
CHEMBL2094135	Q96BI3	Gamma-secretase	95.70%	98.05%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	95.03%	92.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.01%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.82%	99.17%
CHEMBL4588	P22894	Matrix metalloproteinase 8	94.51%	94.66%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	94.41%	96.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.84%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.47%	97.14%
CHEMBL236	P41143	Delta opioid receptor	92.04%	99.35%
CHEMBL2000	P03952	Plasma kallikrein	91.92%	93.92%
CHEMBL1937	Q92769	Histone deacetylase 2	91.87%	94.75%
CHEMBL1949	P62937	Cyclophilin A	91.43%	98.57%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.43%	96.31%
CHEMBL340	P08684	Cytochrome P450 3A4	91.40%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.18%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.02%	92.88%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.69%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.57%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.54%	90.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	90.43%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.29%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.20%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	89.41%	97.23%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	89.35%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.04%	99.15%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.02%	89.67%
CHEMBL206	P03372	Estrogen receptor alpha	88.83%	97.64%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.43%	89.50%
CHEMBL2514	O95665	Neurotensin receptor 2	87.44%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.94%	85.11%
CHEMBL255	P29275	Adenosine A2b receptor	86.55%	98.59%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.36%	98.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.92%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.32%	96.47%
CHEMBL283	P08254	Matrix metalloproteinase 3	85.14%	97.29%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.36%	96.37%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.26%	95.50%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	84.04%	95.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.97%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.96%	86.92%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	83.82%	96.00%
CHEMBL242	Q92731	Estrogen receptor beta	83.75%	98.35%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.12%	93.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.84%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.36%	86.33%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.16%	96.69%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	82.14%	88.42%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.84%	92.32%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.87%	97.64%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.49%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.16%	96.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44448225
• LOTUS: LTS0225144
• wikiData: Q104976717