Np mrd loader

Showing NP-Card for (1r,2s)-2-aminocyclopentane-1-carboxylic acid (NP0244619)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-07 05:28:01 UTC
Updated at2022-09-07 05:28:01 UTC
NP-MRD IDNP0244619
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,2s)-2-aminocyclopentane-1-carboxylic acid
Description(1R,2s)-2-aminocyclopentanecarboxylic acid, also known as cispentacin tosylate or cis-2-ac5c, belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom. (1r,2s)-2-aminocyclopentane-1-carboxylic acid is found in Streptomyces griseus. (1r,2s)-2-aminocyclopentane-1-carboxylic acid was first documented in 2015 (PMID: 25677195). Based on a literature review very few articles have been published on (1r,2s)-2-aminocyclopentanecarboxylic acid.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)


  Mrv1652309072207282D          

  9  9  0  0  1  0            999 V2000
    0.5678    1.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
Download

3D MOL for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)

     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -1.1249    1.5286   -0.4397 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6654    0.6611    0.6113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4777   -0.6321    0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6486   -1.5973   -0.2676 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5903   -0.8576   -0.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7296    0.1739    0.4185 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6735    1.2030   -0.0256 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534    2.4086   -0.2337 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9940    0.8413   -0.2313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3586    0.9534   -1.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9790    2.0390   -0.0946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8263    1.1537    1.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6417   -1.0309    1.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4578   -0.4187    0.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3632   -2.4983    0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1897   -1.9092   -1.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5041   -1.4731   -0.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4473   -0.3122   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0415   -0.3793    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991    0.1461    0.3644 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  0
  6  7  1  0
  7  9  1  0
  7  8  2  0
  6  2  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  1
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  0
  5 18  1  0
  6 19  1  1
  9 20  1  0
M  END
Download

3D SDF for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)


  Mrv1652309072207282D          

  9  9  0  0  1  0            999 V2000
    0.5678    1.9393    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0558    1.6913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  1  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0244619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@H]1CCC[C@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO2/c7-5-3-1-2-4(5)6(8)9/h4-5H,1-3,7H2,(H,8,9)/t4-,5+/m1/s1

> <INCHI_KEY>
JWYOAMOZLZXDER-UHNVWZDZSA-N

> <FORMULA>
C6H11NO2

> <MOLECULAR_WEIGHT>
129.159

> <EXACT_MASS>
129.078978598

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
13.299131131140566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S)-2-aminocyclopentane-1-carboxylic acid

> <JCHEM_LOGP>
-2.155163141920818

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.061746823627199

> <JCHEM_PKA_STRONGEST_BASIC>
10.583440925338145

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
32.4179

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S)-2-aminocyclopentane-1-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)

Download
PDB for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)
HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  N   UNK     0       1.060   3.620   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.795   0.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.971   3.157   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END

Download
3D PDB for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)
Download
SMILES for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)
N[C@H]1CCC[C@H]1C(O)=O
Download
INCHI for NP0244619 ((1r,2s)-2-aminocyclopentane-1-carboxylic acid)
InChI=1S/C6H11NO2/c7-5-3-1-2-4(5)6(8)9/h4-5H,1-3,7H2,(H,8,9)/t4-,5+/m1/s1
Download
View in JSmol
Synonyms
ValueSource
(1R,2S)-2-AminocyclopentanecarboxylateGenerator
Cispentacin, (cis-(+-))-isomerMeSH
Cispentacin, monopotassium salt, (cis)-isomerMeSH
Cispentacin, monosodium salt, (cis)-isomerMeSH
cis-2-Ac5cMeSH
Cispentacin tosylateMeSH
Cispentacin, (cis)-isomerMeSH
trans-ACPCMeSH
2-Aminocyclopentane-1-carboxylic acidMeSH
CispentacinMeSH
Cispentacin, (trans-(+-))-isomerMeSH
Cispentacin, carboxy-(11)C-labeledMeSH
Chemical FormulaC6H11NO2
Average Mass129.1590 Da
Monoisotopic Mass129.07898 Da
IUPAC Name(1R,2S)-2-aminocyclopentane-1-carboxylic acid
Traditional Name(1R,2S)-2-aminocyclopentane-1-carboxylic acid
CAS Registry NumberNot Available
SMILES
N[C@H]1CCC[C@H]1C(O)=O
InChI Identifier
InChI=1S/C6H11NO2/c7-5-3-1-2-4(5)6(8)9/h4-5H,1-3,7H2,(H,8,9)/t4-,5+/m1/s1
InChI KeyJWYOAMOZLZXDER-UHNVWZDZSA-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 griseusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentBeta amino acids and derivatives  
Alternative Parents
Substituents
  • Beta amino acid or derivatives
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Amine
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Primary aliphatic amine
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organic nitrogen compound
    • 

  • 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-2.2ChemAxon
pKa (Strongest Acidic)4.06ChemAxon
pKa (Strongest Basic)10.58ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity32.42 m³·mol⁻¹ChemAxon
Polarizability13.3 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 ID66041  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound73305  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Olajos G, Hetenyi A, Weber E, Nemeth LJ, Szakonyi Z, Fulop F, Martinek TA: Induced folding of protein-sized foldameric beta-sandwich models with core beta-amino acid residues. Chemistry. 2015 Apr 13;21(16):6173-80. doi: 10.1002/chem.201405581. Epub 2015 Feb 12. [PubMed:25677195  ] 
  2. LOTUS database [Link]