4-[[5-Benzyl-21-hydroxy-4,11-dimethyl-15-[4-(methylamino)butyl]-2-(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-(hexanoylamino)-4-oxobutanoic acid

Details

• Internal ID: ea04e5e4-1460-4162-928b-dde4a435d29c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 4-[[5-benzyl-21-hydroxy-4,11-dimethyl-15-[4-(methylamino)butyl]-2-(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-(hexanoylamino)-4-oxobutanoic acid
• InChI: InChI=1S/C47H74N8O12/c1-9-10-12-20-36(56)49-33(26-38(58)59)42(61)53-40-29(6)67-47(66)39(28(4)5)52-43(62)34(25-30-17-13-11-14-18-30)54(8)46(65)35(24-27(2)3)55-37(57)22-21-32(45(55)64)51-41(60)31(50-44(40)63)19-15-16-23-48-7/h11,13-14,17-18,27-29,31-35,37,39-40,48,57H,9-10,12,15-16,19-26H2,1-8H3,(H,49,56)(H,50,63)(H,51,60)(H,52,62)(H,53,61)(H,58,59)
• InChI Key: QOZZMIMTOTZWNP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄N₈O₁₂
• Molecular Weight: 943.10 g/mol
• Exact Mass: 942.54261983 g/mol
• Topological Polar Surface Area (TPSA): 282.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7717	77.17%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Lysosomes	0.5538	55.38%
OATP2B1 inhibitior	-	0.7141	71.41%
OATP1B1 inhibitior	+	0.8045	80.45%
OATP1B3 inhibitior	+	0.8884	88.84%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8094	80.94%
P-glycoprotein inhibitior	+	0.7388	73.88%
P-glycoprotein substrate	+	0.8892	88.92%
CYP3A4 substrate	+	0.7331	73.31%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8203	82.03%
CYP3A4 inhibition	-	0.8313	83.13%
CYP2C9 inhibition	-	0.8923	89.23%
CYP2C19 inhibition	-	0.8972	89.72%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.9384	93.84%
CYP2C8 inhibition	+	0.7110	71.10%
CYP inhibitory promiscuity	-	0.9926	99.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6465	64.65%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.7878	78.78%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4897	48.97%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8872	88.72%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7401	74.01%
Acute Oral Toxicity (c)	III	0.6502	65.02%
Estrogen receptor binding	+	0.8375	83.75%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	+	0.5951	59.51%
Aromatase binding	+	0.6072	60.72%
PPAR gamma	+	0.7772	77.72%
Honey bee toxicity	-	0.7436	74.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6350	63.50%
Fish aquatic toxicity	+	0.7659	76.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.61%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	98.51%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.89%	90.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	95.52%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.02%	91.11%
CHEMBL3468	P55210	Caspase-7	93.40%	95.68%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.74%	97.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.74%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.28%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	92.01%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.11%	99.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	88.52%	98.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.42%	93.00%
CHEMBL1949	P62937	Cyclophilin A	88.36%	98.57%
CHEMBL3776	Q14790	Caspase-8	87.29%	97.06%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.88%	90.71%
CHEMBL3891	P07384	Calpain 1	86.54%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.54%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.54%	96.47%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.41%	96.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.33%	89.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.29%	82.38%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.11%	90.93%
CHEMBL4072	P07858	Cathepsin B	85.10%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	84.52%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.87%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	83.08%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.82%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.85%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.84%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.60%	93.03%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	80.32%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163035259
• LOTUS: LTS0236949
• wikiData: Q104196045