Np mrd loader

Showing NP-Card for 3-Methoxybenzamide (NP0002913)

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Record Information
Version2.0
Created at2020-11-23 19:43:29 UTC
Updated at2021-08-12 19:52:30 UTC
NP-MRD IDNP0002913
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Methoxybenzamide
Provided ByBMRBBMRB logo
Description3-Methoxybenzamide belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring. 3-Methoxybenzamide was first documented in 2014 (PMID: 24591318). Based on a literature review a significant number of articles have been published on 3-Methoxybenzamide (PMID: 33291418) (PMID: 32914698) (PMID: 32869646) (PMID: 30129416) (PMID: 29433923) (PMID: 29284022).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002913 (3-Methoxybenzamide)


     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -3.4879   -1.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -1.4142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9824   -0.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3792    1.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    2.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1263    1.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232    0.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9743   -0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -1.4861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    1.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8675   -2.4857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1083    0.4166    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390   -0.6549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8303    1.4789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7216    3.6128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    2.8535    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223   -1.8658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3168   -2.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656   -2.1734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11  3  1  0
  1 12  1  6
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  9 18  1  0
  9 19  1  0
 11 20  1  0
M  END
Download

3D MOL for NP0002913 (3-Methoxybenzamide)

NP0002913
     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
    3.1767    1.2523    0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681    1.4649    0.2546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000    0.3811    0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4215   -0.8780   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480   -1.9291   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199   -1.7197   -0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -0.4646   -0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7963   -0.2443   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3456    1.0229    0.1525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -1.2256   -0.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4682    0.5752    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3954    0.7557   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    0.6213    1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7197    2.2137    0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983   -0.9738   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9581   -2.9151   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5290   -2.5436   -0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    1.9051   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2888    1.1449    0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8799    1.5567    0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  9 18  1  0
  9 19  1  0
 11 20  1  0
M  END
Download

3D SDF for NP0002913 (3-Methoxybenzamide)


     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -3.4879   -1.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367   -1.4142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9824   -0.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3792    1.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3248    2.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1263    1.7866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5232    0.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9743   -0.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3711   -1.4861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287    1.0274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688   -0.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8675   -2.4857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1083    0.4166    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9390   -0.6549    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8303    1.4789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7216    3.6128    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1807    2.8535    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8223   -1.8658    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3168   -2.5531    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656   -2.1734    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11  3  1  0
  1 12  1  6
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  9 18  1  0
  9 19  1  0
 11 20  1  0
M  END
> <DATABASE_ID>
NP0002913

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=CC(=C1)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H9NO2/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3,(H2,9,10)

> <INCHI_KEY>
VKPLPDIMEREJJF-UHFFFAOYSA-N

> <FORMULA>
C8H9NO2

> <MOLECULAR_WEIGHT>
151.1626

> <EXACT_MASS>
151.063328537

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
15.332644946789628

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methoxybenzamide

> <ALOGPS_LOGP>
0.64

> <JCHEM_LOGP>
0.6662148446666669

> <ALOGPS_LOGS>
-1.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.15607022878168

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3440200224862102

> <JCHEM_POLAR_SURFACE_AREA>
52.32

> <JCHEM_REFRACTIVITY>
41.5996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.58e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-methoxybenzamide

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002913 (3-Methoxybenzamide)

NP0002913
     RDKit          3D

 20 20  0  0  0  0  0  0  0  0999 V2000
    3.1767    1.2523    0.2272 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7681    1.4649    0.2546 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9000    0.3811    0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4215   -0.8780   -0.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5480   -1.9291   -0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199   -1.7197   -0.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3573   -0.4646   -0.0828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7963   -0.2443   -0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3456    1.0229    0.1525 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5647   -1.2256   -0.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4682    0.5752    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3954    0.7557   -0.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5247    0.6213    1.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7197    2.2137    0.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983   -0.9738   -0.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9581   -2.9151   -0.4757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5290   -2.5436   -0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8607    1.9051   -0.1166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2888    1.1449    0.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8799    1.5567    0.2548 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  7 11  2  0
 11  3  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  9 18  1  0
  9 19  1  0
 11 20  1  0
M  END
Download

PDB for NP0002913 (3-Methoxybenzamide)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for NP0002913 (3-Methoxybenzamide)

COMPND    NP0002913
HETATM    1  C1  UNL     1       3.177   1.252   0.227  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.768   1.465   0.255  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.900   0.381   0.070  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.422  -0.878  -0.136  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.548  -1.929  -0.315  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.820  -1.720  -0.288  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.357  -0.465  -0.083  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.796  -0.244  -0.055  1.00  0.00           C  
HETATM    9  N1  UNL     1      -3.346   1.023   0.152  1.00  0.00           N  
HETATM   10  O2  UNL     1      -3.565  -1.226  -0.222  1.00  0.00           O  
HETATM   11  C8  UNL     1      -0.468   0.575   0.094  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.395   0.756  -0.747  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.525   0.621   1.059  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.720   2.214   0.301  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.498  -0.974  -0.145  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.958  -2.915  -0.476  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.529  -2.544  -0.428  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.861   1.905  -0.117  1.00  0.00           H  
HETATM   19  H8  UNL     1      -4.289   1.145   0.597  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.880   1.557   0.255  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   15
CONECT    5    6    6   16
CONECT    6    7   17
CONECT    7    8   11   11
CONECT    8    9   10   10
CONECT    9   18   19
CONECT   11   20
END
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SMILES for NP0002913 (3-Methoxybenzamide)

COC1=CC=CC(=C1)C(N)=O
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INCHI for NP0002913 (3-Methoxybenzamide)

InChI=1S/C8H9NO2/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3,(H2,9,10)
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View in JSmol
Synonyms
ValueSource
3-Methoxy-benzamideHMDB
m-MethoxybenzamideHMDB
3-Methoxybenzene-1-carboximidateHMDB
Chemical FormulaC8H9NO2
Average Mass151.1626 Da
Monoisotopic Mass151.06333 Da
IUPAC Name3-methoxybenzamide
Traditional Name3-methoxybenzamide
CAS Registry NumberNot Available
SMILES
COC1=CC=CC(=C1)C(N)=O
InChI Identifier
InChI=1S/C8H9NO2/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3,(H2,9,10)
InChI KeyVKPLPDIMEREJJF-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, methanol, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, methanol, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, methanol, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, methanol, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzamides
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic 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
logP0.64ALOGPS
logP0.67ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)14.16ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.6 m³·mol⁻¹ChemAxon
Polarizability15.33 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0245919
DrugBank IDDB03073
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID88942
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound98487
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Chai WC, Whittall JJ, Song D, Polyak SW, Ogunniyi AD, Wang Y, Bi F, Ma S, Semple SJ, Venter H: Antimicrobial Action and Reversal of Resistance in MRSA by Difluorobenzamide Derivatives Targeted at FtsZ. Antibiotics (Basel). 2020 Dec 5;9(12). pii: antibiotics9120873. doi: 10.3390/antibiotics9120873. [PubMed:33291418 ]
  2. Huang P, Zhao J, Gao YH, Jin LX, Wang Q, Yu XH, Ji XH, Lu JF: N-{2-[(2-chlorothieno[3,2-d]pyrimidin-4-yl)amino]ethyl}-3-methoxybenzamide: design, synthesis, crystal structure, antiproliferative activity, DFT, Hirshfeld surface analysis and molecular docking study. J Biomol Struct Dyn. 2020 Sep 11:1-9. doi: 10.1080/07391102.2020.1819424. [PubMed:32914698 ]
  3. Liang L, Wang G, Haltli B, Marchbank DH, Stryhn H, Correa H, Kerr RG: Metabolomic Comparison and Assessment of Co-cultivation and a Heat-Killed Inducer Strategy in Activation of Cryptic Biosynthetic Pathways. J Nat Prod. 2020 Sep 25;83(9):2696-2705. doi: 10.1021/acs.jnatprod.0c00621. Epub 2020 Sep 1. [PubMed:32869646 ]
  4. Maria DS, Claramunt RM, Elguero J, Carda M, Falomir E, Martin-Beltran C: New N,C-Diaryl-1,2,4-triazol-3-ones: Synthesis and Evaluation as Anticancer Agents. Med Chem. 2019;15(4):360-372. doi: 10.2174/1573406414666180821103604. [PubMed:30129416 ]
  5. Bi F, Ji S, Venter H, Liu J, Semple SJ, Ma S: Substitution of terminal amide with 1H-1,2,3-triazole: Identification of unexpected class of potent antibacterial agents. Bioorg Med Chem Lett. 2018 Mar 1;28(5):884-891. doi: 10.1016/j.bmcl.2018.02.001. Epub 2018 Feb 2. [PubMed:29433923 ]
  6. Briggs AG, Adams-Phillips LC, Keppler BD, Zebell SG, Arend KC, Apfelbaum AA, Smith JA, Bent AF: A transcriptomics approach uncovers novel roles for poly(ADP-ribosyl)ation in the basal defense response in Arabidopsis thaliana. PLoS One. 2017 Dec 28;12(12):e0190268. doi: 10.1371/journal.pone.0190268. eCollection 2017. [PubMed:29284022 ]
  7. Ame JC, Camuzeaux B, Dantzer F, Schreiber V: Purification of Recombinant Human PARP-3. Methods Mol Biol. 2017;1608:373-394. doi: 10.1007/978-1-4939-6993-7_24. [PubMed:28695522 ]
  8. Hu Z, Zhang S, Zhou W, Ma X, Xiang G: Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors. Bioorg Med Chem Lett. 2017 Apr 15;27(8):1854-1858. doi: 10.1016/j.bmcl.2017.02.032. Epub 2017 Feb 17. [PubMed:28285910 ]
  9. Wang Y, Yan M, Ma R, Ma S: Synthesis and antibacterial activity of novel 4-bromo-1H-indazole derivatives as FtsZ inhibitors. Arch Pharm (Weinheim). 2015 Apr;348(4):266-74. doi: 10.1002/ardp.201400412. Epub 2015 Mar 13. [PubMed:25773717 ]
  10. Lacivita E, De Giorgio P, Colabufo NA, Berardi F, Perrone R, Niso M, Leopoldo M: Design, synthesis, lipophilic properties, and binding affinities of potential ligands in positron emission tomography (PET) for visualization of brain dopamine D4 receptors. Chem Biodivers. 2014 Feb;11(2):299-310. doi: 10.1002/cbdv.201300194. [PubMed:24591318 ]