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Showing NP-Card for 3-hydroxyquinoline-2-carboxamide (NP0312839)

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Record Information
Version2.0
Created at2022-09-11 09:57:39 UTC
Updated at2022-09-11 09:57:39 UTC
NP-MRD IDNP0312839
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-hydroxyquinoline-2-carboxamide
Description3-Hydroxyquinoline-2-carboxamide belongs to the class of organic compounds known as quinoline carboxamides. These are quinolines in which the quinoline ring system is substituted by one or more carboxamide groups. 3-hydroxyquinoline-2-carboxamide is found in Streptomyces cyaneofuscatus. 3-Hydroxyquinoline-2-carboxamide is a strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0312839 (3-hydroxyquinoline-2-carboxamide)


  Mrv1533004171517072D          

 14 15  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  4 13  2  0  0  0  0
 13 14  1  0  0  0  0
M  END
Download

3D MOL for NP0312839 (3-hydroxyquinoline-2-carboxamide)

     RDKit          3D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -4.2178   -0.8447    0.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0153    0.1252   -0.1188 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9168    0.7723   -0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0631    2.1572   -0.4098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5925    0.2339   -0.0353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5301    1.0896   -0.1302 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7336    0.6990   -0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7450    1.6568   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451    1.2006    0.0011 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3331   -0.1264    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3123   -1.0446    0.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9858   -0.6315    0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0202   -1.5657    0.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3290   -1.0884    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3216   -2.0159    0.3005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3651    2.8139   -0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075    2.7075   -0.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8326    1.9627   -0.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3693   -0.4146    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5079   -2.0911    0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -2.6099    0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -2.9860    0.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0
  3  2  2  0
  3  5  1  0
  5 14  2  0
 14 15  1  0
 14 13  1  0
 13 12  2  0
 12 11  1  0
 11 10  2  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  7 12  1  0
  4 16  1  0
  2  1  1  0
 15 22  1  0
 13 21  1  0
 11 20  1  0
 10 19  1  0
  9 18  1  0
  8 17  1  0
M  END
Download

3D SDF for NP0312839 (3-hydroxyquinoline-2-carboxamide)


  Mrv1533004171517072D          

 14 15  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  4 13  2  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0312839

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC(=N)C1=C(O)C=C2C=CC=CC2=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H8N2O2/c11-10(14)9-8(13)5-6-3-1-2-4-7(6)12-9/h1-5,13H,(H2,11,14)

> <INCHI_KEY>
AYTYZMKHTZTURR-UHFFFAOYSA-N

> <FORMULA>
C10H8N2O2

> <MOLECULAR_WEIGHT>
188.186

> <EXACT_MASS>
188.058577506

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
18.459531247942586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxyquinoline-2-carboximidic acid

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
2.321380077873979

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.553483912637752

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.577903714911182

> <JCHEM_PKA_STRONGEST_BASIC>
4.823389181890529

> <JCHEM_POLAR_SURFACE_AREA>
77.2

> <JCHEM_REFRACTIVITY>
61.60320000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.86e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxyquinoline-2-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0312839 (3-hydroxyquinoline-2-carboxamide)

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PDB for NP0312839 (3-hydroxyquinoline-2-carboxamide)
HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.667   0.000   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    4   14                                                  
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   30    0
END

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3D PDB for NP0312839 (3-hydroxyquinoline-2-carboxamide)
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SMILES for NP0312839 (3-hydroxyquinoline-2-carboxamide)
OC(=N)C1=C(O)C=C2C=CC=CC2=N1
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INCHI for NP0312839 (3-hydroxyquinoline-2-carboxamide)
InChI=1S/C10H8N2O2/c11-10(14)9-8(13)5-6-3-1-2-4-7(6)12-9/h1-5,13H,(H2,11,14)
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H8N2O2
Average Mass188.1860 Da
Monoisotopic Mass188.05858 Da
IUPAC Name3-hydroxyquinoline-2-carboximidic acid
Traditional Name3-hydroxyquinoline-2-carboximidic acid
CAS Registry NumberNot Available
SMILES
OC(=N)C1=C(O)C=C2C=CC=CC2=N1
InChI Identifier
InChI=1S/C10H8N2O2/c11-10(14)9-8(13)5-6-3-1-2-4-7(6)12-9/h1-5,13H,(H2,11,14)
InChI KeyAYTYZMKHTZTURR-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 cyaneofuscatusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as quinoline carboxamides. These are quinolines in which the quinoline ring system is substituted by one or more carboxamide groups.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassQuinolines and derivatives  
Sub ClassQuinoline carboxamides  
Direct ParentQuinoline carboxamides  
Alternative Parents
Substituents
  • Quinoline-2-carboxamide
    • 

  • Hydroxyquinoline
    • 

  • Pyridine carboxylic acid or derivatives
    • 

  • 2-heteroaryl carboxamide
    • 

  • Hydroxypyridine
    • 

  • Pyridine
    • 

  • Benzenoid
    • 

  • Vinylogous acid
    • 

  • Heteroaromatic compound
    • 

  • Carboxamide group
    • 

  • Primary carboxylic acid amide
    • 

  • Azacycle
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic 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
logP1.19ALOGPS
logP2.32ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)6.58ChemAxon
pKa (Strongest Basic)4.82ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.2 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity61.6 m³·mol⁻¹ChemAxon
Polarizability18.46 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound23355982  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]