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Showing NP-Card for 5-Chloro-6-methoxy-2(3H)-benzoxazolone (NP0335761)

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Record Information
Version2.0
Created at2024-09-11 03:06:29 UTC
Updated at2024-09-11 03:06:29 UTC
NP-MRD IDNP0335761
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-Chloro-6-methoxy-2(3H)-benzoxazolone
Description5-Chloro-6-methoxy-2(3H)-benzoxazolone belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. 5-Chloro-6-methoxy-2(3H)-benzoxazolone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 5-Chloro-6-methoxy-2(3H)-benzoxazolone has been detected, but not quantified in, cereals and cereal products. This could make 5-chloro-6-methoxy-2(3H)-benzoxazolone a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)


  Mrv0541 04041302352D          

 13 14  0  0  0  0            999 V2000
    0.3216   -2.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -4.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216   -4.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207   -2.9561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361   -4.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207   -4.2910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056   -3.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -2.7985    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -4.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -5.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1306   -3.6236    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
  3  4  1  0  0  0  0
  4  7  2  0  0  0  0
  1  6  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  2 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  2  0  0  0  0
M  END
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3D MOL for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)

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3D SDF for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)

  Mrv0541 04041302352D          

 13 14  0  0  0  0            999 V2000
    0.3216   -2.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3928   -4.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3216   -4.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207   -2.9561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361   -3.2110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0361   -4.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207   -4.2910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056   -3.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -2.7985    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -4.4486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1073   -5.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1306   -3.6236    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
  3  4  1  0  0  0  0
  4  7  2  0  0  0  0
  1  6  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  2 10  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  1  0  0  0  0
  9 13  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0335761

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(Cl)C=C2NC(=O)OC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H6ClNO3/c1-12-6-3-7-5(2-4(6)9)10-8(11)13-7/h2-3H,1H3,(H,10,11)

> <INCHI_KEY>
QQQYQWNSMUHSCK-UHFFFAOYSA-N

> <FORMULA>
C8H6ClNO3

> <MOLECULAR_WEIGHT>
199.591

> <EXACT_MASS>
199.00362077

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
17.873754552383645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-chloro-6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one

> <ALOGPS_LOGP>
2.01

> <JCHEM_LOGP>
1.7780000293333333

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.55952799264362

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9352008360601927

> <JCHEM_POLAR_SURFACE_AREA>
47.56

> <JCHEM_REFRACTIVITY>
47.5322

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-chloro-6-methoxy-3H-1,3-benzoxazol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)
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PDB for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)
HEADER    PROTEIN                                 04-APR-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-APR-13         0                                  
HETATM    1  C   UNK     0       0.600  -5.224   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.733  -5.994   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.733  -7.534   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.600  -8.304   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       3.399  -5.518   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.934  -5.994   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.934  -7.534   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       3.399  -8.010   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.304  -6.764   0.000  0.00  0.00           C+0
HETATM   10 Cl   UNK     0      -2.067  -5.224   0.000  0.00  0.00          Cl+0
HETATM   11  O   UNK     0      -2.067  -8.304   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.067  -9.844   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.844  -6.764   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   10                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    7                                                       
CONECT    5    6    9                                                       
CONECT    6    1    5    7                                                  
CONECT    7    4    8    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8    5   13                                                  
CONECT   10    2                                                            
CONECT   11    3   12                                                       
CONECT   12   11                                                            
CONECT   13    9                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)
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SMILES for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)
COC1=C(Cl)C=C2NC(=O)OC2=C1
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INCHI for NP0335761 (5-Chloro-6-methoxy-2(3H)-benzoxazolone)
InChI=1S/C8H6ClNO3/c1-12-6-3-7-5(2-4(6)9)10-8(11)13-7/h2-3H,1H3,(H,10,11)
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Synonyms
ValueSource
5-Chloro-6-methoxy-2-benzoxazolinoneHMDB
Chemical FormulaC8H6ClNO3
Average Mass199.5910 Da
Monoisotopic Mass199.00362 Da
IUPAC Name5-chloro-6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one
Traditional Name5-chloro-6-methoxy-3H-1,3-benzoxazol-2-one
CAS Registry NumberNot Available
SMILES
COC1=C(Cl)C=C2NC(=O)OC2=C1
InChI Identifier
InChI=1S/C8H6ClNO3/c1-12-6-3-7-5(2-4(6)9)10-8(11)13-7/h2-3H,1H3,(H,10,11)
InChI KeyQQQYQWNSMUHSCK-UHFFFAOYSA-N
Experimental Spectra
Not Available
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 benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassBenzoxazoles  
Sub ClassBenzoxazolones  
Direct ParentBenzoxazolones  
Alternative Parents
Substituents
  • Benzoxazolone
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Aryl chloride
    • 

  • Aryl halide
    • 

  • Benzenoid
    • 

  • Azole
    • 

  • Oxazole
    • 

  • Heteroaromatic compound
    • 

  • Ether
    • 

  • Azacycle
    • 

  • Oxacycle
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organochloride
    • 

  • Organohalogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • 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
logP2.01ALOGPS
logP1.78ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)9.56ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.56 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.53 m³·mol⁻¹ChemAxon
Polarizability17.87 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0032846  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB010823  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15636  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available