(2R)-N'-[(2R,3R)-3-hydroxy-1-[[(2S,3R)-3-hydroxy-1-[[(2R)-1-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopentan-2-yl]amino]-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]-2-methylpropanediamide

Details

• Internal ID: bccaac14-d587-463b-9f95-3ef68b7e68fb
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2R)-N'-[(2R,3R)-3-hydroxy-1-[[(2S,3R)-3-hydroxy-1-[[(2R)-1-[(2S)-2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopentan-2-yl]amino]-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]-2-methylpropanediamide
• InChI: InChI=1S/C21H36N4O9/c1-9(2)6-13(16(29)21(7-26)8-34-21)23-19(32)14(11(4)27)25-20(33)15(12(5)28)24-18(31)10(3)17(22)30/h9-15,26-28H,6-8H2,1-5H3,(H2,22,30)(H,23,32)(H,24,31)(H,25,33)/t10-,11-,12-,13-,14+,15-,21+/m1/s1
• InChI Key: SCVCWUHUBWSKHS-VLHSCILZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆N₄O₉
• Molecular Weight: 488.50 g/mol
• Exact Mass: 488.24822874 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.30
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5931	59.31%
Caco-2	-	0.8571	85.71%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4497	44.97%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9196	91.96%
P-glycoprotein inhibitior	-	0.5685	56.85%
P-glycoprotein substrate	+	0.7114	71.14%
CYP3A4 substrate	+	0.5628	56.28%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.7802	78.02%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.7898	78.98%
CYP2D6 inhibition	-	0.8886	88.86%
CYP1A2 inhibition	-	0.8466	84.66%
CYP2C8 inhibition	-	0.9148	91.48%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.6048	60.48%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.9608	96.08%
Skin irritation	-	0.7872	78.72%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5583	55.83%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5056	50.56%
skin sensitisation	-	0.8534	85.34%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7254	72.54%
Acute Oral Toxicity (c)	III	0.5758	57.58%
Estrogen receptor binding	+	0.5716	57.16%
Androgen receptor binding	+	0.6799	67.99%
Thyroid receptor binding	+	0.5908	59.08%
Glucocorticoid receptor binding	+	0.6199	61.99%
Aromatase binding	+	0.6396	63.96%
PPAR gamma	+	0.5999	59.99%
Honey bee toxicity	-	0.8982	89.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.8292	82.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.85%	96.09%
CHEMBL3837	P07711	Cathepsin L	96.81%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	95.14%	97.50%
CHEMBL2094135	Q96BI3	Gamma-secretase	93.16%	98.05%
CHEMBL4040	P28482	MAP kinase ERK2	91.37%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	91.16%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.72%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.43%	93.56%
CHEMBL4208	P20618	Proteasome component C5	88.71%	90.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.55%	89.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.84%	95.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.72%	92.29%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	87.59%	93.85%
CHEMBL2514	O95665	Neurotensin receptor 2	86.48%	100.00%
CHEMBL3776	Q14790	Caspase-8	85.96%	97.06%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.89%	96.47%
CHEMBL3308	P55212	Caspase-6	84.56%	97.56%
CHEMBL230	P35354	Cyclooxygenase-2	84.42%	89.63%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.27%	90.24%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.02%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.45%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.38%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.14%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.99%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.87%	100.00%
CHEMBL1801	P00747	Plasminogen	82.81%	92.44%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.63%	98.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.27%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.26%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.45%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.42%	96.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.27%	83.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.07%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162910072
• LOTUS: LTS0261525
• wikiData: Q105250431