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Showing NP-Card for 1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid (NP0175265)

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Record Information
Version2.0
Created at2022-09-03 12:40:45 UTC
Updated at2022-09-03 12:40:45 UTC
NP-MRD IDNP0175265
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid
Description1-(2-Hydroxybenzoyl)aziridine-2-carboxylic acid belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid. 1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid is found in Actinomadura madurae. Based on a literature review very few articles have been published on 1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)


  Mrv1652309032214402D          

 15 16  0  0  0  0            999 V2000
    2.5559   -0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.1263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
Download

3D MOL for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)

     RDKit          3D

 24 25  0  0  0  0  0  0  0  0999 V2000
    3.4023   -0.2565    1.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859    0.5934    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7807    1.2950    0.7108 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306    0.8717   -0.4119 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9798   -0.3640   -0.9943 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2129    0.6320   -0.1957 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0529    0.9840    0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1079    2.0572    1.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312    0.1614    0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1382   -1.0142   -0.6143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2247   -1.8261   -0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4660   -1.5288   -0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5829   -0.3904    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4777    0.4569    0.6433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6897    1.5836    1.3957 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6896    0.8207    0.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9270    1.6400   -1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1783   -1.3458   -0.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969   -0.3658   -2.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1597   -1.2773   -1.0316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832   -2.7324   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3258   -2.1863   -0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5497   -0.0955    0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0943    2.2870    1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  6  4  1  0
 14  9  1  0
  3 16  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
 13 23  1  0
 15 24  1  0
M  END
Download

3D SDF for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)


  Mrv1652309032214402D          

 15 16  0  0  0  0            999 V2000
    2.5559   -0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -0.5868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.1743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -1.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.1263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.3638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0175265

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=O)C1CN1C(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H9NO4/c12-8-4-2-1-3-6(8)9(13)11-5-7(11)10(14)15/h1-4,7,12H,5H2,(H,14,15)

> <INCHI_KEY>
XQHKESDUAKEILY-UHFFFAOYSA-N

> <FORMULA>
C10H9NO4

> <MOLECULAR_WEIGHT>
207.185

> <EXACT_MASS>
207.053157774

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.408789872108144

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid

> <ALOGPS_LOGP>
0.97

> <JCHEM_LOGP>
1.1360875726666666

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.17291412266395

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.170751879822015

> <JCHEM_PKA_STRONGEST_BASIC>
-2.3415425866134343

> <JCHEM_POLAR_SURFACE_AREA>
77.61

> <JCHEM_REFRACTIVITY>
50.771600000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.77e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)

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PDB for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)
HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0       4.771  -0.325   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.437  -1.095   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.104  -0.325   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.437  -2.635   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.207  -3.969   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       2.667  -3.969   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       1.334  -4.739   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -6.279   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.000  -3.969   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -4.739   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667  -3.969   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -2.429   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -1.659   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -2.429   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334  -1.659   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4    6                                                       
CONECT    6    5    4    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   32    0
END

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3D PDB for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)
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SMILES for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)
OC(=O)C1CN1C(=O)C1=CC=CC=C1O
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INCHI for NP0175265 (1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid)
InChI=1S/C10H9NO4/c12-8-4-2-1-3-6(8)9(13)11-5-7(11)10(14)15/h1-4,7,12H,5H2,(H,14,15)
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View in JSmol
Synonyms
ValueSource
1-(2-Hydroxybenzoyl)aziridine-2-carboxylateGenerator
Chemical FormulaC10H9NO4
Average Mass207.1850 Da
Monoisotopic Mass207.05316 Da
IUPAC Name1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid
Traditional Name1-(2-hydroxybenzoyl)aziridine-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
OC(=O)C1CN1C(=O)C1=CC=CC=C1O
InChI Identifier
InChI=1S/C10H9NO4/c12-8-4-2-1-3-6(8)9(13)11-5-7(11)10(14)15/h1-4,7,12H,5H2,(H,14,15)
InChI KeyXQHKESDUAKEILY-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
Actinomadura maduraeLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.
KingdomOrganic compounds  
Super ClassBenzenoids  
ClassBenzene and substituted derivatives  
Sub ClassBenzoic acids and derivatives  
Direct ParentSalicylamides  
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
    • 

  • Salicylamide
    • 

  • Benzamide
    • 

  • Benzoyl
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • 1-hydroxy-2-unsubstituted benzenoid
    • 

  • Phenol
    • 

  • Aziridinecarboxylic acid
    • 

  • Tertiary carboxylic acid amide
    • 

  • Vinylogous acid
    • 

  • Carboxamide group
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Aziridine
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Organic nitrogen compound
    • 

  • Organonitrogen compound
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP0.97ALOGPS
logP1.14ChemAxon
logS-1.1ALOGPS
pKa (Strongest Acidic)3.17ChemAxon
pKa (Strongest Basic)-2.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area77.61 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity50.77 m³·mol⁻¹ChemAxon
Polarizability19.41 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID8551163  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10375720  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]