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Showing NP-Card for o-Fluoroaniline (NP0002875)

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Record Information
Version1.0
Created at2020-11-23 19:42:34 UTC
Updated at2021-08-12 19:52:23 UTC
NP-MRD IDNP0002875
Secondary Accession NumbersNone
Natural Product Identification
Common Nameo-Fluoroaniline
Provided ByBMRBBMRB logo
Description It was first documented in 1986 (PMID: 3092475). Based on a literature review very few articles have been published on 2-Fluoroaniline (PMID: 17984079) (PMID: 1816804).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002875 (o-Fluoroaniline)


     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.4643    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2857   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2857    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643    2.5981    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143    1.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143   -1.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357    2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  2  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
M  END
Download

3D MOL for NP0002875 (o-Fluoroaniline)

NP0002875
     RDKit          3D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.3096   -0.0470    0.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.0313    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1520   -1.1914   -0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279   -1.1797   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319    0.0023   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068    1.1653    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1762    1.1461    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    2.2890    0.2680 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    0.5032   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537   -0.6029    0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -2.1221   -0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -2.1034   -0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112    0.0598   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    2.1120    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  2  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
M  END
Download

3D SDF for NP0002875 (o-Fluoroaniline)


     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.4643    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2857   -1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2857    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2143    1.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643    2.5981    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143    1.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2143   -1.2990    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9643   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357   -2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5357    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0357    2.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  2  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
M  END
> <DATABASE_ID>
NP0002875

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC1=CC=CC=C1F

> <INCHI_IDENTIFIER>
InChI=1S/C6H6FN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2

> <INCHI_KEY>
FTZQXOJYPFINKJ-UHFFFAOYSA-N

> <FORMULA>
C6H6FN

> <MOLECULAR_WEIGHT>
111.1169

> <EXACT_MASS>
111.048427402

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
10.382626821048738

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-fluoroaniline

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
1.2870217983333332

> <ALOGPS_LOGS>
-0.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.2640650397512

> <JCHEM_PKA_STRONGEST_BASIC>
2.4291930975682585

> <JCHEM_POLAR_SURFACE_AREA>
26.02

> <JCHEM_REFRACTIVITY>
30.9748

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.27e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-fluoroaniline

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002875 (o-Fluoroaniline)

NP0002875
     RDKit          3D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.3096   -0.0470    0.0299 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8866   -0.0313    0.0104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1520   -1.1914   -0.1291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2279   -1.1797   -0.1484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9319    0.0023   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2068    1.1653    0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1762    1.1461    0.1303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9167    2.2890    0.2680 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    0.5032   -0.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8537   -0.6029    0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -2.1221   -0.2237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -2.1034   -0.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0112    0.0598   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7375    2.1120    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  2  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
M  END
Download

PDB for NP0002875 (o-Fluoroaniline)

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  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+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  F   UNK     0       1.334   3.850   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for NP0002875 (o-Fluoroaniline)

COMPND    NP0002875
HETATM    1  N1  UNL     1       2.310  -0.047   0.030  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.887  -0.031   0.010  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.152  -1.191  -0.129  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.228  -1.180  -0.148  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.932   0.002  -0.028  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.207   1.165   0.112  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.176   1.146   0.130  1.00  0.00           C  
HETATM    8  F1  UNL     1       0.917   2.289   0.268  1.00  0.00           F  
HETATM    9  H1  UNL     1       2.867   0.503  -0.659  1.00  0.00           H  
HETATM   10  H2  UNL     1       2.854  -0.603   0.725  1.00  0.00           H  
HETATM   11  H3  UNL     1       0.727  -2.122  -0.224  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.773  -2.103  -0.259  1.00  0.00           H  
HETATM   13  H5  UNL     1      -3.011   0.060  -0.038  1.00  0.00           H  
HETATM   14  H6  UNL     1      -1.738   2.112   0.209  1.00  0.00           H  
CONECT    1    2    9   10
CONECT    2    3    3    7
CONECT    3    4   11
CONECT    4    5    5   12
CONECT    5    6   13
CONECT    6    7    7   14
CONECT    7    8
END
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SMILES for NP0002875 (o-Fluoroaniline)

NC1=CC=CC=C1F
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INCHI for NP0002875 (o-Fluoroaniline)

InChI=1S/C6H6FN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2
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View in JSmol
Synonyms
ValueSource
1-Amino-2-fluorobenzeneChEBI
2-Fluoro-phenylamineChEBI
2-FluorobenzenamineChEBI
O-AminofluorobenzeneChEBI
O-FluoroanilineChEBI
2-Fluoroaniline hydrochlorideMeSH
Chemical FormulaC6H6FN
Average Mass111.1169 Da
Monoisotopic Mass111.04843 Da
IUPAC Name2-fluoroaniline
Traditional Name2-fluoroaniline
CAS Registry NumberNot Available
SMILES
NC1=CC=CC=C1F
InChI Identifier
InChI=1S/C6H6FN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2
InChI KeyFTZQXOJYPFINKJ-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentAniline and substituted anilines
Alternative Parents
Substituents
  • Aniline or substituted anilines
  • Halobenzene
  • Fluorobenzene
  • Aryl halide
  • Aryl fluoride
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
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
logP1.26ALOGPS
logP1.29ChemAxon
logS-0.94ALOGPS
pKa (Strongest Acidic)19.26ChemAxon
pKa (Strongest Basic)2.43ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area26.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.97 m³·mol⁻¹ChemAxon
Polarizability10.38 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDDB02403
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID9208
KEGG Compound IDC11010
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID27526
Good Scents IDNot Available
References
General References
  1. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  2. Vervoort J, Rietjens IM, Moonen CT, von Kienlin M, Despres D: Biotransformation of 2-fluoroaniline in rats studied by in vivo 19F NMR. NMR Biomed. 1991 Dec;4(6):255-61. doi: 10.1002/nbm.1940040602. [PubMed:1816804 ]
  3. Eadsforth CV, Coveney PC, Hutson DH, Logan CJ, Samuel AJ: The metabolism of o-fluoroaniline by rats, rabbits and marmosets. Xenobiotica. 1986 Jun;16(6):555-66. doi: 10.3109/00498258609043544. [PubMed:3092475 ]