[(2R)-3-[[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-benzyl-2,8-bis[(2S)-butan-2-yl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-4-(4-hydroxyphenyl)-1-oxobutan-2-yl]amino]-2-methoxy-3-oxopropyl] hydrogen sulfate

Details

• Internal ID: ce883fbc-1b13-4662-a945-e0c8cd765813
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [(2R)-3-[[(2R)-1-[[(2S,5S,8S,11R,12S,15S,18S,21R)-15-(4-aminobutyl)-5-benzyl-2,8-bis[(2S)-butan-2-yl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-4-(4-hydroxyphenyl)-1-oxobutan-2-yl]amino]-2-methoxy-3-oxopropyl] hydrogen sulfate
• InChI: InChI=1S/C51H76N8O16S/c1-8-29(3)41-51(69)75-31(5)42(57-45(63)36(23-20-32-18-21-34(60)22-19-32)53-47(65)39(73-7)28-74-76(70,71)72)48(66)54-35(17-13-14-26-52)44(62)55-37-24-25-40(61)59(49(37)67)43(30(4)9-2)50(68)58(6)38(46(64)56-41)27-33-15-11-10-12-16-33/h10-12,15-16,18-19,21-22,29-31,35-43,60-61H,8-9,13-14,17,20,23-28,52H2,1-7H3,(H,53,65)(H,54,66)(H,55,62)(H,56,64)(H,57,63)(H,70,71,72)/t29-,30-,31+,35-,36+,37-,38-,39+,40+,41-,42-,43-/m0/s1
• InChI Key: XIRMQYOQMRLRBE-YJPLPRIKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₆N₈O₁₆S
• Molecular Weight: 1089.30 g/mol
• Exact Mass: 1088.50999954 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5830	58.30%
Caco-2	-	0.8682	86.82%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4337	43.37%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8188	81.88%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8951	89.51%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.8922	89.22%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.8408	84.08%
CYP2C9 inhibition	-	0.7720	77.20%
CYP2C19 inhibition	-	0.7649	76.49%
CYP2D6 inhibition	-	0.8530	85.30%
CYP1A2 inhibition	-	0.8132	81.32%
CYP2C8 inhibition	+	0.7897	78.97%
CYP inhibitory promiscuity	-	0.9615	96.15%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5535	55.35%
Carcinogenicity (trinary)	Non-required	0.5845	58.45%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3721	37.21%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6022	60.22%
skin sensitisation	-	0.8447	84.47%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.5144	51.44%
Acute Oral Toxicity (c)	III	0.5897	58.97%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.7447	74.47%
Thyroid receptor binding	+	0.5812	58.12%
Glucocorticoid receptor binding	+	0.6564	65.64%
Aromatase binding	+	0.6099	60.99%
PPAR gamma	+	0.8124	81.24%
Honey bee toxicity	-	0.6380	63.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9054	90.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.01%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.21%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	95.97%	95.93%
CHEMBL3837	P07711	Cathepsin L	95.95%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.69%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	95.25%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.73%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.63%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.16%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.66%	97.64%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	91.65%	100.00%
CHEMBL1801	P00747	Plasminogen	91.22%	92.44%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.12%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL255	P29275	Adenosine A2b receptor	90.45%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.84%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.80%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.47%	95.89%
CHEMBL4072	P07858	Cathepsin B	89.19%	93.67%
CHEMBL4588	P22894	Matrix metalloproteinase 8	87.92%	94.66%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.98%	82.38%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.61%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.96%	93.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.49%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.34%	99.23%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.66%	98.05%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.76%	97.33%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	82.28%	82.86%
CHEMBL2514	O95665	Neurotensin receptor 2	81.23%	100.00%
CHEMBL1808	P12821	Angiotensin-converting enzyme	80.83%	93.39%
CHEMBL340	P08684	Cytochrome P450 3A4	80.80%	91.19%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.24%	95.00%

Plants that contains it

• Elsholtzia bodinieri
• Ipomoea purpurea

Cross-Links

• PubChem: 10558100
• NPASS: NPC131291
• LOTUS: LTS0250783
• wikiData: Q105328699