[3-[[2,5-Dibenzyl-8-butan-2-yl-21-hydroxy-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: 4e714a57-b407-4c4b-99a0-15dcff6d6fbc
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: [3-[[2,5-dibenzyl-8-butan-2-yl-21-hydroxy-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=CC=C3)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=CC=C3)C)CC4=CC=CC=C4)O)CC(C)C)NC(=O)C(COS(=O)(=O)O)O)C
• InChI: InChI=1S/C43H60N6O14S/c1-7-25(4)35-43(58)63-26(5)36(47-39(54)33(50)23-62-64(59,60)61)40(55)45-30(20-24(2)3)37(52)44-29-18-19-34(51)49(41(29)56)32(22-28-16-12-9-13-17-28)42(57)48(6)31(38(53)46-35)21-27-14-10-8-11-15-27/h8-17,24-26,29-36,50-51H,7,18-23H2,1-6H3,(H,44,52)(H,45,55)(H,46,53)(H,47,54)(H,59,60,61)
• InChI Key: UDBOCRPVXNYVSH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₀N₆O₁₄S
• Molecular Weight: 917.00 g/mol
• Exact Mass: 916.38882178 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6370	63.70%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3804	38.04%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.8264	82.64%
OATP1B3 inhibitior	+	0.8919	89.19%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7783	77.83%
P-glycoprotein inhibitior	+	0.7523	75.23%
P-glycoprotein substrate	+	0.8629	86.29%
CYP3A4 substrate	+	0.7128	71.28%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8423	84.23%
CYP3A4 inhibition	-	0.7723	77.23%
CYP2C9 inhibition	-	0.7649	76.49%
CYP2C19 inhibition	-	0.7527	75.27%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	-	0.7876	78.76%
CYP2C8 inhibition	+	0.6288	62.88%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5435	54.35%
Carcinogenicity (trinary)	Non-required	0.5997	59.97%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7694	76.94%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3825	38.25%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5228	52.28%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7580	75.80%
Acute Oral Toxicity (c)	III	0.6012	60.12%
Estrogen receptor binding	+	0.8373	83.73%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.6078	60.78%
Glucocorticoid receptor binding	+	0.7086	70.86%
Aromatase binding	+	0.5617	56.17%
PPAR gamma	+	0.8094	80.94%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9676	96.76%

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	98.52%	96.09%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.34%	96.31%
CHEMBL4072	P07858	Cathepsin B	97.36%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.79%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	94.40%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.13%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	90.68%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.56%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.06%	96.38%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.94%	93.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.41%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.41%	90.08%
CHEMBL226	P30542	Adenosine A1 receptor	87.90%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.57%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.38%	99.23%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.87%	97.64%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.29%	94.66%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.28%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.07%	85.14%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.02%	92.12%
CHEMBL255	P29275	Adenosine A2b receptor	82.87%	98.59%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.81%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.80%	100.00%
CHEMBL1949	P62937	Cyclophilin A	82.76%	98.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.19%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.00%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.38%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75582748
• LOTUS: LTS0161324
• wikiData: Q104198073