Ubenimex (CED0011059)

Record Information

Version

1.0

Creation Date

2026-03-31 21:02:23 UTC

Update Date

2026-05-14 17:49:57 UTC

SynCED ID

CED0011059

Secondary Accession Numbers

CHEM057949

Identification

Common Name

Ubenimex

Class

Small Molecule

Description

Ubenimex is an organic compound with the formula C16H24N2O4 and an average molecular weight of 308.38 g/mol. Ubenimex belongs to the hybrid peptides, a subclass of peptidomimetics within the organic compounds. This substance is found in or released from healthcare, pharmaceuticals & veterinary products, specifically antibiotics, with recorded exposure routes including oral and inhalation. In terms of biological activity, Ubenimex acts on two recorded protein targets. It functions as an inhibitor of Bacterial leucyl aminopeptidase and targets Leukotriene A-4 hydrolase (LTA4H).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Bestatin, (D-leu)-(R-(r,s))-isomer	MeSH
Bestatin, (D-leu)-(R-(r,r))-isomer	MeSH
Bestatin, (L-leu)-(R-(r,r))-isomer	MeSH
Bestatin, (D-leu)-(S-(r,s))-isomer	MeSH
Bestatin, (L-leu)-(S-(r,r))-isomer	MeSH
Bestatin, (L-leu)-(S-(r,s))-isomer, hydrochloride	MeSH
3-Amino-2-hydroxy-4-phenylbutyryl-L-leucine	MeSH
Bestatin, (L-leu)-(R-(r,s))-isomer	MeSH
Bestatin	ChEMBL
Ubenimex	MeSH
(2S)-2-{[(2S,3R)-3-amino-1,2-dihydroxy-4-phenylbutylidene]amino}-4-methylpentanoate	Generator

Chemical Formula

C₁₆H₂₄N₂O₄

Average Molecular Mass

308.378 g/mol

Monoisotopic Mass

308.174 g/mol

CAS Registry Number

58970-76-6

IUPAC Name

(2S)-2-{[(2S,3R)-3-amino-1,2-dihydroxy-4-phenylbutylidene]amino}-4-methylpentanoic acid

Traditional Name

(2S)-2-{[(2S,3R)-3-amino-1,2-dihydroxy-4-phenylbutylidene]amino}-4-methylpentanoic acid

SMILES

CC(C)C[C@@H](NC(=O)[C@@H](O)[C@H](N)CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14+/m1/s1

InChI Key

VGGGPCQERPFHOB-RDBSUJKOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Beta amino acid or derivatives
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Monocyclic benzene moiety
Fatty amide
Monosaccharide
N-acyl-amine
Benzenoid
Fatty acyl
Secondary carboxylic acid amide
Secondary alcohol
Amino acid
Amino acid or derivatives
Carboxamide group
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organic oxygen compound
Amine
Carbonyl group
Organopnictogen compound
Alcohol
Organooxygen compound
Primary amine
Hydrocarbon derivative
Organic oxide
Primary aliphatic amine
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.84 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-0.46	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.14 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	82.57 m³·mol⁻¹	ChemAxon
Polarizability	32.97 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0fgo-5910000000-61e501b29e8f0b141016	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0139000000-68cc530f9654794b2c47	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ab9-2917000000-bfbc8526e18475632afb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-000i-0139000000-68cc530f9654794b2c47	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0ab9-1819000000-90a828fa86b21c610820	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-3942000000-99ee28bd35d00fd8e804	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-001i-6930000000-afcec70a616ef66b4810	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a59-9100000000-0c324dd49ee66b65e107	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4i-0935000000-74e62b28041dd18ccb00	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0gx1-2920000000-72814a10153d4af3bb1b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053r-9700000000-a543e03d7cc012bc8cdf	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
2723.0 Log mg/kg [1500:4800]	Rat	LD50	oral	predicted	Not Available	Not Available

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000306	Antibiotics?Antibiotics are synthetic or semi-synthetic compounds used to treat bacterial infections in humans and animals.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	Not Available
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	Not Available
CEDs000569	Tobacco Smoke Filters?Tobacco smoke filters are designed to reduce the inhalation of harmful substances in cigarette smoke, including tar and other particulate matter.	Household cleaning & consumer products	Not Available
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	Not Available
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	Not Available
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	Not Available

Pathways

0 pathwaysPathway Source: PathBank

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Cytosol aminopeptidase	P00727	Bos taurus	Predicted (SEA)	Prediction Confidence Score 1.0 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 1 E-value 0.0778492
Click to view 3D structure	Aminopeptidase N	P15145	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.719 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 40 E-value 0.0778492
Click to view 3D structure	Histone deacetylase 1	Q13547	Humans	Predicted (SEA)	Prediction Confidence Score 0.684 Applicability Domain 1.0 Statistical Significance 9.00e-05 Supporting Reference Compounds 497 E-value 0.700643
Click to view 3D structure	Histone deacetylase 2	Q92769	Humans	Predicted (SEA)	Prediction Confidence Score 0.684 Applicability Domain 1.0 Statistical Significance 2.00e-05 Supporting Reference Compounds 307 E-value 0.155698
Click to view 3D structure	Histone deacetylase 3	O15379	Humans	Predicted (SEA)	Prediction Confidence Score 0.684 Applicability Domain 1.0 Statistical Significance 2.00e-05 Supporting Reference Compounds 257 E-value 0.155698
Click to view 3D structure	Cytosol aminopeptidase	P28838	Humans	Predicted (SEA)	Prediction Confidence Score 0.673 Applicability Domain 1.0 Statistical Significance 2.00e-05 Supporting Reference Compounds 18 E-value 0.155698
Click to view 3D structure	Aminopeptidase B	Q8VCT3	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.659 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 2 E-value 0.0778492
Click to view 3D structure	Aminopeptidase N	P15144	Humans	Predicted (SEA)	Prediction Confidence Score 0.632 Applicability Domain 1.0 Statistical Significance 5.00e-05 Supporting Reference Compounds 42 E-value 0.389246
Click to view 3D structure	Aminopeptidase B	O09175	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.612 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 8 E-value 0.0778492
Click to view 3D structure	Neprilysin	Q61391	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.582 Applicability Domain 0.63 Statistical Significance 1.00e-05 Supporting Reference Compounds 3 E-value 0.0778492
Click to view 3D structure	72 kDa type IV collagenase	P08253	Humans	Predicted (SEA)	Prediction Confidence Score 0.546 Applicability Domain 1.0 Statistical Significance 0.0018 Supporting Reference Compounds 400 E-value 14.0907
Click to view 3D structure	Proenkephalin-B	P01213	Humans	Predicted (SEA)	Prediction Confidence Score 0.525 Applicability Domain 0.525 Statistical Significance 4.00e-04 Supporting Reference Compounds 1 E-value 3.11397
Click to view 3D structure	Leukotriene A-4 hydrolase	P09960	Humans	Predicted (SEA)	Prediction Confidence Score 0.511 Applicability Domain 1.0 Statistical Significance 4.00e-05 Supporting Reference Compounds 51 E-value 0.311397
Click to view 3D structure	Aminopeptidase N	P97449	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.505 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 3 E-value 0.0778492
Click to view 3D structure	Delta-type opioid receptor	P32300	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.488 Applicability Domain 0.525 Statistical Significance 0.0088 Supporting Reference Compounds 166 E-value 68.5852
Click to view 3D structure	Delta-type opioid receptor	P41143	Humans	Predicted (SEA)	Prediction Confidence Score 0.487 Applicability Domain 0.525 Statistical Significance 0.0117 Supporting Reference Compounds 427 E-value 91.1614
Click to view 3D structure	Calpain-2 catalytic subunit	Q27971	Bos taurus	Predicted (SEA)	Prediction Confidence Score 0.482 Applicability Domain 0.482 Statistical Significance 9.50e-04 Supporting Reference Compounds 1 E-value 7.39568
Click to view 3D structure	Calpain-1 catalytic subunit	P07384	Humans	Predicted (SEA)	Prediction Confidence Score 0.479 Applicability Domain 0.578 Statistical Significance 0.0011 Supporting Reference Compounds 47 E-value 8.64126
Click to view 3D structure	Neprilysin	P08049	Oryctolagus cuniculus	Predicted (SEA)	Prediction Confidence Score 0.474 Applicability Domain 0.5 Statistical Significance 5.00e-04 Supporting Reference Compounds 34 E-value 3.89246
Click to view 3D structure	Cytosol aminopeptidase	P28839	Sus scrofa	Predicted (SEA)	Prediction Confidence Score 0.469 Applicability Domain 1.0 Statistical Significance 8.00e-05 Supporting Reference Compounds 11 E-value 0.622794
Click to view 3D structure	Aminopeptidase N	O96935	Plasmodium falciparum FcB1/Columbia	Predicted (SEA)	Prediction Confidence Score 0.469 Applicability Domain 1.0 Statistical Significance 4.00e-05 Supporting Reference Compounds 23 E-value 0.311397
Click to view 3D structure	Angiotensin-converting enzyme	P12821	Humans	Predicted (SEA)	Prediction Confidence Score 0.468 Applicability Domain 0.5 Statistical Significance 4.50e-04 Supporting Reference Compounds 46 E-value 3.50322
Click to view 3D structure	Bacterial leucyl aminopeptidase	Q01693	Vibrio proteolyticus	Predicted (SEA)	Prediction Confidence Score 0.468 Applicability Domain 1.0 Statistical Significance 1.00e-05 Supporting Reference Compounds 3 E-value 0.0778492
Click to view 3D structure	Histone deacetylase 8	Q9BY41	Humans	Predicted (SEA)	Prediction Confidence Score 0.468 Applicability Domain 0.636 Statistical Significance 0.0017 Supporting Reference Compounds 317 E-value 13.3901
Click to view 3D structure	Mu-type opioid receptor	P35372	Humans	Predicted (SEA)	Prediction Confidence Score 0.454 Applicability Domain 0.525 Statistical Significance 0.0143 Supporting Reference Compounds 527 E-value 111.714