Np mrd loader

Showing NP-Card for 2,3-Difluorobenzyl alcohol (NP0002879)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2020-11-23 19:42:39 UTC
Updated at2021-08-12 19:52:24 UTC
NP-MRD IDNP0002879
Secondary Accession NumbersNone
Natural Product Identification
Common Name2,3-Difluorobenzyl alcohol
Provided ByBMRBBMRB logo
Description2,3-Difluorobenzyl Alcohol belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure. 2,3-Difluorobenzyl alcohol was first documented in 2002 (PMID: 12501206). Based on a literature review very few articles have been published on 2,3-Difluorobenzyl Alcohol.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002879 (2,3-Difluorobenzyl alcohol)


     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -3.4792   -0.5111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905   -0.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5018   -0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5722    1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756    0.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7938   -2.3549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -1.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -2.7222    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3827    0.6863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    1.1613    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8068   -1.8161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200    2.4348    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1575    2.8022    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9643    0.4073    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
  7  9  2  0
  9 10  1  0
  9  3  1  0
  1 11  1  0
  2 12  1  6
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
M  END
Download

3D MOL for NP0002879 (2,3-Difluorobenzyl alcohol)

NP0002879
     RDKit          3D

 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7008    0.7779   -0.0216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672   -0.3628    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031   -0.1310    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204    1.1257   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    1.2868   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910    0.2666   -0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632   -0.9788    0.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148   -2.0155    0.4153 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -1.1642    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1235   -2.3801    0.5923 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225    0.8315   -0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -0.8009    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2927   -1.1199   -0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591    1.9618   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    2.2631   -0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3566    0.4397   -0.1578 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
  7  9  2  0
  9 10  1  0
  9  3  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
M  END
Download

3D SDF for NP0002879 (2,3-Difluorobenzyl alcohol)


     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
   -3.4792   -0.5111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9905   -0.3274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5018   -0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0835    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5722    1.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756    0.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8903   -1.1575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7938   -2.3549    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.4016   -1.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -2.7222    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3827    0.6863    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1742    1.1613    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8068   -1.8161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8200    2.4348    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1575    2.8022    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9643    0.4073    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
  7  9  2  0
  9 10  1  0
  9  3  1  0
  1 11  1  0
  2 12  1  6
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
M  END
> <DATABASE_ID>
NP0002879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1=CC=CC(F)=C1F

> <INCHI_IDENTIFIER>
InChI=1S/C7H6F2O/c8-6-3-1-2-5(4-10)7(6)9/h1-3,10H,4H2

> <INCHI_KEY>
JSFGDUIJQWWBGY-UHFFFAOYSA-N

> <FORMULA>
C7H6F2O

> <MOLECULAR_WEIGHT>
144.1187

> <EXACT_MASS>
144.038671224

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
12.09594332810547

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2,3-difluorophenyl)methanol

> <ALOGPS_LOGP>
1.26

> <JCHEM_LOGP>
1.4912999213333333

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.394991329674173

> <JCHEM_PKA_STRONGEST_BASIC>
-3.063430792400516

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
33.3067

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-difluorobenzyl alcohol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002879 (2,3-Difluorobenzyl alcohol)

NP0002879
     RDKit          3D

 16 16  0  0  0  0  0  0  0  0999 V2000
    2.7008    0.7779   -0.0216 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672   -0.3628    0.2070 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031   -0.1310    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0204    1.1257   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868    1.2868   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2910    0.2666   -0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7632   -0.9788    0.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148   -2.0155    0.4153 F   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3851   -1.1642    0.3035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1235   -2.3801    0.5923 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225    0.8315   -0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2296   -0.8009    1.2145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2927   -1.1199   -0.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591    1.9618   -0.3568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7805    2.2631   -0.5092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3566    0.4397   -0.1578 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
  7  9  2  0
  9 10  1  0
  9  3  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  4 14  1  0
  5 15  1  0
  6 16  1  0
M  END
Download

PDB for NP0002879 (2,3-Difluorobenzyl alcohol)

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  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  F   UNK     0      -1.334   2.310   0.000  0.00  0.00           F+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  F   UNK     0       1.334   3.850   0.000  0.00  0.00           F+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7    3   10                                                  
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END
Download

3D PDB for NP0002879 (2,3-Difluorobenzyl alcohol)

COMPND    NP0002879
HETATM    1  O1  UNL     1       2.701   0.778  -0.022  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.967  -0.363   0.207  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.503  -0.131   0.104  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.020   1.126  -0.194  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.387   1.287  -0.278  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.291   0.267  -0.082  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.763  -0.979   0.214  1.00  0.00           C  
HETATM    8  F1  UNL     1      -2.615  -2.016   0.415  1.00  0.00           F  
HETATM    9  C7  UNL     1      -0.385  -1.164   0.303  1.00  0.00           C  
HETATM   10  F2  UNL     1       0.123  -2.380   0.592  1.00  0.00           F  
HETATM   11  H1  UNL     1       3.122   0.831  -0.897  1.00  0.00           H  
HETATM   12  H2  UNL     1       2.230  -0.801   1.214  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.293  -1.120  -0.555  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.659   1.962  -0.357  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.781   2.263  -0.509  1.00  0.00           H  
HETATM   16  H6  UNL     1      -3.357   0.440  -0.158  1.00  0.00           H  
CONECT    1    2   11
CONECT    2    3   12   13
CONECT    3    4    4    9
CONECT    4    5   14
CONECT    5    6    6   15
CONECT    6    7   16
CONECT    7    8    9    9
CONECT    9   10
END
Download

SMILES for NP0002879 (2,3-Difluorobenzyl alcohol)

OCC1=CC=CC(F)=C1F
Download

INCHI for NP0002879 (2,3-Difluorobenzyl alcohol)

InChI=1S/C7H6F2O/c8-6-3-1-2-5(4-10)7(6)9/h1-3,10H,4H2
Download
View in JSmol
Synonyms
ValueSource
23-Difluorobenzyl alcoholChEMBL
Chemical FormulaC7H6F2O
Average Mass144.1187 Da
Monoisotopic Mass144.03867 Da
IUPAC Name(2,3-difluorophenyl)methanol
Traditional Name2,3-difluorobenzyl alcohol
CAS Registry NumberNot Available
SMILES
OCC1=CC=CC(F)=C1F
InChI Identifier
InChI=1S/C7H6F2O/c8-6-3-1-2-5(4-10)7(6)9/h1-3,10H,4H2
InChI KeyJSFGDUIJQWWBGY-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
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 benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyl alcohols
Direct ParentBenzyl alcohols
Alternative Parents
Substituents
  • Benzyl alcohol
  • Halobenzene
  • Fluorobenzene
  • Aryl halide
  • Aryl fluoride
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Organofluoride
  • Organohalogen compound
  • Alcohol
  • 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
logP1.49ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)14.39ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity33.31 m³·mol⁻¹ChemAxon
Polarizability12.1 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDDB04312
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID394331
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID41883
Good Scents IDNot Available
References
General References
  1. Rubach JK, Plapp BV: Mobility of fluorobenzyl alcohols bound to liver alcohol dehydrogenases as determined by NMR and X-ray crystallographic studies. Biochemistry. 2002 Dec 31;41(52):15770-9. doi: 10.1021/bi026581h. [PubMed:12501206 ]