Amastatin

Details

• Internal ID: 6127c16e-5480-4fc8-b153-684963c5b311
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]butanedioic acid
• SMILES (Canonical): CC(C)CC(C(C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CC(=O)O)C(=O)O)O)N
• SMILES (Isomeric): CC(C)C[C@H]([C@@H](C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)O)O)N
• InChI: InChI=1S/C21H38N4O8/c1-9(2)7-12(22)17(28)20(31)25-16(11(5)6)19(30)24-15(10(3)4)18(29)23-13(21(32)33)8-14(26)27/h9-13,15-17,28H,7-8,22H2,1-6H3,(H,23,29)(H,24,30)(H,25,31)(H,26,27)(H,32,33)/t12-,13+,15+,16+,17+/m1/s1
• InChI Key: QFAADIRHLBXJJS-ZAZJUGBXSA-N
• Popularity: 246 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈N₄O₈
• Molecular Weight: 474.50 g/mol
• Exact Mass: 474.26896418 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -2.00

Synonyms

• 67655-94-1
• Leu[1psi,CHOHCONH]ValValAsp
• CHEMBL28650
• CHEBI:2624
• N-[(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl]-L-valyl-L-valyl-L-aspartic acid
• ((2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl)-L-valyl-L-valyl-L-aspartic acid
• L-Aspartic acid, N-((2S,3R)-3-amino-2-hydroxy-5-methyl-1-oxohexyl)-L-valyl-L-valyl-
• L-Aspartic acid, N-[(2S,3R)-3-amino-2-hydroxy-5-methyl-1-oxohexyl]-L-valyl-L-valyl-
• BRN 4727847
• MLS006010001
• SCHEMBL163492
• DTXSID10987015
• QFAADIRHLBXJJS-ZAZJUGBXSA-N
• 3-amino-2-hydroxy-5-methylhexanoyl-L-valyl-L-valyl-L-aspartic acid
• BDBM50017478
• AKOS040745009
• N-((2S,3R)-3-Amino-2-hydroxy-5-methyl-1-oxohexyl)-L-valyl-L-valyl-L-aspartic acid
• NCGC00346895-01
• (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-5-methylhexanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]butanedioic acid
• L-Aspartic acid, N-(N-(N-(3-amino-2-hydroxy-5-methyl-1-oxohexyl)-L-valyl)-L-valyl)-, (S-(R*,S*))-
• SMR000058546
• C01552
• Q21098987
• [(2S,3R)-3-AMINO-2-HYDROXY-5-METHYLHEXANOYL]-VAL-VAL-ASP
• (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3R)-3-amino-2-hydroxy-5-methyl-hexanoyl]amino]-3-methyl-butanoyl]amino]-3-methyl-butanoyl]amino]butanedioic acid
• (S)-2-((S)-2-((S)-2-((2S,3R)-3-amino-2-hydroxy-5-methylhexanamido)-3-methylbutanamido)-3-methylbutanamido)succinic acid
• L-Aspartic acid, N-(N-(3-amino-2-hydroxy-5-methyl-1-oxohexyl)-L-valyl)-L-valyl)-, (S-(R*,S*))-
• N-[2-({2-[(3-Amino-1,2-dihydroxy-5-methylhexylidene)amino]-1-hydroxy-3-methylbutylidene}amino)-1-hydroxy-3-methylbutylidene]aspartic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1907	P15144	Aminopeptidase N	19 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.77%	98.95%
CHEMBL3776	Q14790	Caspase-8	98.27%	97.06%
CHEMBL3468	P55210	Caspase-7	97.05%	95.68%
CHEMBL4801	P29466	Caspase-1	97.02%	96.85%
CHEMBL221	P23219	Cyclooxygenase-1	96.95%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.09%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	96.05%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.68%	93.56%
CHEMBL3308	P55212	Caspase-6	93.63%	97.56%
CHEMBL2334	P42574	Caspase-3	93.54%	98.25%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.48%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.26%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.60%	92.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.31%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.09%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	86.05%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	86.00%	90.20%
CHEMBL236	P41143	Delta opioid receptor	84.66%	99.35%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.81%	89.50%
CHEMBL209	P07477	Trypsin I	83.71%	90.00%
CHEMBL268	P43235	Cathepsin K	82.75%	96.85%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	82.60%	92.80%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.73%	98.33%
CHEMBL4822	P56817	Beta-secretase 1	81.56%	97.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.36%	90.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.17%	98.05%
CHEMBL3784	Q09472	Histone acetyltransferase p300	80.70%	93.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.70%	97.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.52%	100.00%
CHEMBL5028	O14672	ADAM10	80.05%	97.50%
CHEMBL3837	P07711	Cathepsin L	80.03%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 439518
• LOTUS: LTS0065353
• wikiData: Q21098987