[3-[[2-Benzyl-8-butan-2-yl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate

Details

• Internal ID: f7c04fbd-4ebe-4f61-bec5-58126b4d5aa9
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [3-[[2-benzyl-8-butan-2-yl-21-hydroxy-5-[(4-hydroxyphenyl)methyl]-4,11-dimethyl-15-(2-methylpropyl)-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-2-hydroxy-3-oxopropyl] hydrogen sulfate
• SMILES (Canonical): CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC=C(C=C3)O)C)CC4=CC=CC=C4)O)CC(C)C)NC(=O)C(COS(=O)(=O)O)O)C
• SMILES (Isomeric): CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC=C(C=C3)O)C)CC4=CC=CC=C4)O)CC(C)C)NC(=O)C(COS(=O)(=O)O)O)C
• InChI: InChI=1S/C43H60N6O15S/c1-7-24(4)35-43(59)64-25(5)36(47-39(55)33(51)22-63-65(60,61)62)40(56)45-30(19-23(2)3)37(53)44-29-17-18-34(52)49(41(29)57)32(21-26-11-9-8-10-12-26)42(58)48(6)31(38(54)46-35)20-27-13-15-28(50)16-14-27/h8-16,23-25,29-36,50-52H,7,17-22H2,1-6H3,(H,44,53)(H,45,56)(H,46,54)(H,47,55)(H,60,61,62)
• InChI Key: VMKGLVPMHJPVSL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₀N₆O₁₅S
• Molecular Weight: 933.00 g/mol
• Exact Mass: 932.38373640 g/mol
• Topological Polar Surface Area (TPSA): 316.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5742	57.42%
Caco-2	-	0.8717	87.17%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.3515	35.15%
OATP2B1 inhibitior	-	0.5782	57.82%
OATP1B1 inhibitior	+	0.8135	81.35%
OATP1B3 inhibitior	+	0.8982	89.82%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7166	71.66%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.8773	87.73%
CYP3A4 substrate	+	0.7235	72.35%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8357	83.57%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.7579	75.79%
CYP2C19 inhibition	-	0.7368	73.68%
CYP2D6 inhibition	-	0.8707	87.07%
CYP1A2 inhibition	-	0.7799	77.99%
CYP2C8 inhibition	+	0.7276	72.76%
CYP inhibitory promiscuity	-	0.9376	93.76%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.5335	53.35%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.7696	76.96%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4555	45.55%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5397	53.97%
skin sensitisation	-	0.8440	84.40%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7349	73.49%
Acute Oral Toxicity (c)	III	0.6004	60.04%
Estrogen receptor binding	+	0.8441	84.41%
Androgen receptor binding	+	0.7331	73.31%
Thyroid receptor binding	+	0.5981	59.81%
Glucocorticoid receptor binding	+	0.6716	67.16%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	+	0.8076	80.76%
Honey bee toxicity	-	0.6910	69.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9758	97.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL4072	P07858	Cathepsin B	97.36%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.58%	95.56%
CHEMBL333	P08253	Matrix metalloproteinase-2	95.41%	96.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.49%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.16%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.69%	97.14%
CHEMBL4040	P28482	MAP kinase ERK2	92.45%	83.82%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.06%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.00%	96.38%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	89.49%	89.67%
CHEMBL226	P30542	Adenosine A1 receptor	88.72%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.33%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.38%	89.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.26%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.50%	86.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.01%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.59%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.21%	97.25%
CHEMBL1949	P62937	Cyclophilin A	83.93%	98.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.73%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.55%	85.14%
CHEMBL268	P43235	Cathepsin K	83.53%	96.85%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.33%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.88%	93.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.23%	82.38%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.20%	95.34%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.63%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.44%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.31%	94.66%
CHEMBL321	P14780	Matrix metalloproteinase 9	80.91%	92.12%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.18%	92.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75582749
• LOTUS: LTS0248024
• wikiData: Q104199592