5-Amino-4-oxo-5-hexenoic acid; N-Ac 

AlkaPlorer ID: AK024060

Synonym: 5-Acetamido-4-oxo-5-hexenoic acid, Alaremycin

IUPAC Name: 5-acetamido-4-oxohex-5-enoic acid

Structure

SMILES: C=C(N=C(C)O)C(=O)CCC(=O)O

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InChI: InChI=1S/C8H11NO4/c1-5(9-6(2)10)7(11)3-4-8(12)13/h1,3-4H2,2H3,(H,9,10)(H,12,13)

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InChIKey: JRLAQUJSYKXZFV-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 185.179

TPSA: 86.96000000000001

MolLogP: 0.9104

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus subtilis Bacillus subtilis MIC 14000000.0 nM 10.1128/aac.00553-09
Bacillus subtilis Delta-aminolevulinic acid dehydratase Activity 30.0 % 10.1128/aac.00553-09
Bacillus subtilis Delta-aminolevulinic acid dehydratase Activity 61.0 % 10.1128/aac.00553-09
Escherichia coli Escherichia coli Activity nan None 10.1128/aac.00553-09
Escherichia coli Escherichia coli MIC 4000000.0 nM 10.1128/aac.00553-09
Escherichia coli Escherichia coli MIC 10000000.0 nM 10.1128/aac.00553-09
Priestia megaterium Priestia megaterium MIC 4000000.0 nM 10.1128/aac.00553-09
Pseudomonas aeruginosa Pseudomonas aeruginosa MIC 12000000.0 nM 10.1128/aac.00553-09
Streptomyces avermitilis Delta-aminolevulinic acid dehydratase Activity 1.0 % 10.1128/aac.00553-09
Streptomyces avermitilis Delta-aminolevulinic acid dehydratase Activity 68.0 % 10.1128/aac.00553-09
Streptomyces coelicolor Delta-aminolevulinic acid dehydratase Activity 22.0 % 10.1128/aac.00553-09
Streptomyces coelicolor Delta-aminolevulinic acid dehydratase Activity 77.0 % 10.1128/aac.00553-09
Streptomyces coelicolor Streptomyces coelicolor MIC 8000000.0 nM 10.1128/aac.00553-09
None NON-PROTEIN TARGET MIC 8000000.0 nM 10.1128/aac.00553-09
None NON-PROTEIN TARGET MIC 20000000.0 nM 10.1128/aac.00553-09
None Unchecked Activity 1.0 % 10.1128/aac.00553-09
None Unchecked Activity 3.0 % 10.1128/aac.00553-09
None Unchecked Activity 25.0 % 10.1128/aac.00553-09
None Unchecked Activity 30.0 % 10.1128/aac.00553-09
None Unchecked Activity 36.0 % 10.1128/aac.00553-09
None Unchecked Activity 79.0 % 10.1128/aac.00553-09
None Unchecked Activity 90.0 % 10.1128/aac.00553-09
None Unchecked Activity 92.0 % 10.1128/aac.00553-09
None Unchecked IC50 2100000.0 nM 10.1128/aac.00553-09
None Unchecked IC50 2200000.0 nM 10.1128/aac.00553-09
None Unchecked IC50 2600000.0 nM 10.1016/j.bmcl.2011.03.106
None Unchecked Kcat 0.012 /s 10.1128/aac.00553-09
None Unchecked Kcat 16.1 /s 10.1128/aac.00553-09
None Unchecked Kcat/Km 0.17 /uM/s 10.1128/aac.00553-09
None Unchecked Kcat/Km 50.3 /uM/s 10.1128/aac.00553-09
None Unchecked Ki 1330000.0 nM 10.1128/aac.00553-09
None Unchecked Ki 1510000.0 nM 10.1128/aac.00553-09
None Unchecked Km 70.0 nM 10.1128/aac.00553-09
None Unchecked Km 320.0 nM 10.1128/aac.00553-09

Metabolism Information