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Showing NP-Card for (2-amino-1-hydroxycyclobutyl)acetic acid (NP0217354)

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Record Information
Version1.0
Created at2022-09-05 17:40:39 UTC
Updated at2022-09-05 17:40:39 UTC
NP-MRD IDNP0217354
Secondary Accession NumbersNone
Natural Product Identification
Common Name(2-amino-1-hydroxycyclobutyl)acetic acid
Description2-(2-Amino-1-hydroxycyclobutyl)acetic acid belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. (2-amino-1-hydroxycyclobutyl)acetic acid is found in Streptomyces rochei. 2-(2-Amino-1-hydroxycyclobutyl)acetic acid is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)


  Mrv1533004151518232D          

 10 10  0  0  0  0            999 V2000
    1.8209    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186    1.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436    1.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6683    1.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0993    2.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0619    0.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)

     RDKit          3D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -0.9371    1.3969   -1.2680 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2084    0.0217   -0.9292 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0147   -0.0757    0.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6991   -0.0664    1.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0430   -0.5610   -0.1632 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0348   -1.9250   -0.2746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2436    0.1322   -0.5273 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3634   -0.4721    0.2476 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8717   -1.5821   -0.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053    0.1111    1.3805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771    1.7094   -2.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0399    2.0362   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5880   -0.5854   -1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6192   -0.9835    0.4689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6368    0.8375    0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3912    0.9451    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5851   -0.7896    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5139   -2.3648    0.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1927    1.2212   -0.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4048   -0.0362   -1.6149 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7094    1.0304    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  0
  8 10  1  0
  8  9  2  0
  5  2  1  0
  1 11  1  0
  1 12  1  0
  2 13  1  6
  3 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
 10 21  1  0
M  END
Download

3D SDF for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)


  Mrv1533004151518232D          

 10 10  0  0  0  0            999 V2000
    1.8209    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9959    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1709    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0186    1.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8436    1.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6683    1.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0993    2.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0619    0.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217354

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1CCC1(O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO3/c7-4-1-2-6(4,10)3-5(8)9/h4,10H,1-3,7H2,(H,8,9)

> <INCHI_KEY>
IZMVGEWQSBMVIU-UHFFFAOYSA-N

> <FORMULA>
C6H11NO3

> <MOLECULAR_WEIGHT>
145.158

> <EXACT_MASS>
145.073893218

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.243444546758553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-amino-1-hydroxycyclobutyl)acetic acid

> <ALOGPS_LOGP>
-2.92

> <JCHEM_LOGP>
-3.415091007017566

> <ALOGPS_LOGS>
0.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.358977855528419

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0852276175874165

> <JCHEM_PKA_STRONGEST_BASIC>
9.707651874842414

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
33.7661

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.97e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-amino-1-hydroxycyclobutyl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)

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PDB for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)
HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  N   UNK     0       3.399   0.770   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.859   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -0.319   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.319   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770   1.859   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.035   3.172   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.575   3.172   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.114   3.132   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.919   4.445   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.849   1.778   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    2    6    7                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)
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SMILES for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)
NC1CCC1(O)CC(O)=O
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INCHI for NP0217354 ((2-amino-1-hydroxycyclobutyl)acetic acid)
InChI=1S/C6H11NO3/c7-4-1-2-6(4,10)3-5(8)9/h4,10H,1-3,7H2,(H,8,9)
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View in JSmol
Synonyms
ValueSource
2-(2-Amino-1-hydroxycyclobutyl)acetateGenerator
2-amino-1-Hydroxycyclobutane-1-acetic acidMeSH
CBAAMeSH
cis-2-amino-1-Hydroxycyclobutane-1-acetic acidMeSH
2-Amino-1-hydroxycyclobutane-1-acetateGenerator
Chemical FormulaC6H11NO3
Average Mass145.1580 Da
Monoisotopic Mass145.07389 Da
IUPAC Name2-(2-amino-1-hydroxycyclobutyl)acetic acid
Traditional Name(2-amino-1-hydroxycyclobutyl)acetic acid
CAS Registry NumberNot Available
SMILES
NC1CCC1(O)CC(O)=O
InChI Identifier
InChI=1S/C6H11NO3/c7-4-1-2-6(4,10)3-5(8)9/h4,10H,1-3,7H2,(H,8,9)
InChI KeyIZMVGEWQSBMVIU-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Streptomyces rocheiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentGamma amino acids and derivatives  
Alternative Parents
Substituents
  • Gamma amino acid or derivatives
    • 

  • Tertiary alcohol
    • 

  • 1,2-aminoalcohol
    • 

  • Cyclobutanol
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Alcohol
    • 

  • Primary aliphatic amine
    • 

  • Organopnictogen compound
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
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-2.9ALOGPS
logP-3.4ChemAxon
logS0.44ALOGPS
pKa (Strongest Acidic)4.09ChemAxon
pKa (Strongest Basic)9.71ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity33.77 m³·mol⁻¹ChemAxon
Polarizability14.24 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound130137  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]