Showing NP-Card for 5-Acetamidovalerate (NP0091964)

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Record Information
Version2.0
Created at2022-05-11 18:53:18 UTC
Updated at2022-05-11 18:53:19 UTC
NP-MRD IDNP0091964
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-Acetamidovalerate
Description5-Acetamidovalerate, also known as 5-acetamidopentanoate, belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. 5-Acetamidovalerate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-Acetamidovalerate is involved in the lysine degradation III pathway. In addition, whole cell cultures of R. Leguminicola incubated with labeled 5-acetamidovalerate accumulated radiolabeled glutarate. If labeled 5-acetamidovalerate was used, labeled 5-aminovalerate (5-aminopentanoate) was identified. 5-Acetamidovalerate is found in Trypanosoma brucei. α-Ketoglutarate was preferred over pyruvate, and there was little or no dependence on pyridoxal phosphate.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0091964 (5-Acetamidovalerate)

  Mrv0541 02241203482D          

 11 10  0  0  0  0            999 V2000
   11.9908   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5631   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8486   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2776   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1342   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7052   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9921   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4197   -5.5633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7052   -6.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9921   -6.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7066   -5.5633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
M  END
Download

3D MOL for NP0091964 (5-Acetamidovalerate)

     RDKit          3D

 24 23  0  0  0  0  0  0  0  0999 V2000
    4.1625   -0.7009   -0.0259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7866   -0.3448   -0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2295   -1.0280   -1.3028 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595    0.7569    0.2147 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164    1.1722   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1212    0.0370    0.1737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5699    0.4254   -0.1551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4145   -0.7639    0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8464   -0.5646   -0.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6264   -1.5216    0.1460 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4056    0.6047   -0.5899 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1567   -1.7463    0.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5271   -0.0818    0.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8073   -0.6287   -0.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6646    1.3077    0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7333    1.4076   -1.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5233    2.0907    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306   -0.2514    1.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900   -0.8671   -0.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7949    1.2812    0.5283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6672    0.7921   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0706   -1.6014   -0.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2054   -1.0509    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8039    1.2758    0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
 11 24  1  0
M  END
Download

3D SDF for NP0091964 (5-Acetamidovalerate)

  Mrv0541 02241203482D          

 11 10  0  0  0  0            999 V2000
   11.9908   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5631   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8486   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2776   -5.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1342   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7052   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9921   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4197   -5.5633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7052   -6.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9921   -6.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7066   -5.5633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0091964

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)NCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO3/c1-6(9)8-5-3-2-4-7(10)11/h2-5H2,1H3,(H,8,9)(H,10,11)

> <INCHI_KEY>
TZZSWAXSIGWXOS-UHFFFAOYSA-N

> <FORMULA>
C7H13NO3

> <MOLECULAR_WEIGHT>
159.183

> <EXACT_MASS>
159.089543287

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
16.882839501527194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-acetamidopentanoic acid

> <ALOGPS_LOGP>
-0.07

> <JCHEM_LOGP>
-0.35838634766666655

> <ALOGPS_LOGS>
-1.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.936010347023988

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.591615336812979

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6273255306025484

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
39.5026

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-acetamidopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0091964 (5-Acetamidovalerate)

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PDB for NP0091964 (5-Acetamidovalerate)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      22.383 -10.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.051 -11.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.717 -10.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.385 -10.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.384 -11.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.716 -11.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.719 -11.155   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      25.050 -10.385   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      23.716 -12.695   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      31.719 -12.695   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      33.052 -10.385   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    7                                                       
CONECT    5    3    8                                                       
CONECT    6    1    9    8                                                  
CONECT    7    4   10   11                                                  
CONECT    8    5    6                                                       
CONECT    9    6                                                            
CONECT   10    7                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0091964 (5-Acetamidovalerate)
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SMILES for NP0091964 (5-Acetamidovalerate)
CC(=O)NCCCCC(O)=O
Download
INCHI for NP0091964 (5-Acetamidovalerate)
InChI=1S/C7H13NO3/c1-6(9)8-5-3-2-4-7(10)11/h2-5H2,1H3,(H,8,9)(H,10,11)
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Synonyms
ValueSource
5-Acetamidovaleric acidGenerator
5-AcetamidopentanoateHMDB
5-Acetamidopentanoic acidHMDB
Chemical FormulaC7H13NO3
Average Mass159.1830 Da
Monoisotopic Mass159.08954 Da
IUPAC Name5-acetamidopentanoic acid
Traditional Name5-acetamidopentanoic acid
CAS Registry NumberNot Available
SMILES
CC(=O)NCCCCC(O)=O
InChI Identifier
InChI=1S/C7H13NO3/c1-6(9)8-5-3-2-4-7(10)11/h2-5H2,1H3,(H,8,9)(H,10,11)
InChI KeyTZZSWAXSIGWXOS-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acids and conjugates  
Direct ParentStraight chain fatty acids  
Alternative Parents
Substituents
  • Straight chain fatty acid
    • 

  • Acetamide
    • 

  • Carboxamide group
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Organopnictogen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.07ALOGPS
logP-0.36ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)4.59ChemAxon
pKa (Strongest Basic)-0.63ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity39.5 m³·mol⁻¹ChemAxon
Polarizability16.88 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0012175  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028829  
KNApSAcK IDNot Available
Chemspider ID388937  
KEGG Compound IDC03087  
BioCyc ID5-ACETAMIDOVALERATE  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439903  
PDB IDNot Available
ChEBI ID2024  
Good Scents IDNot Available
References
General References