NP-MRD: Showing NP-Card for 4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one (NP0164435)

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Record Information

Version

2.0

Created at

2022-09-02 23:18:36 UTC

Updated at

2022-09-02 23:18:36 UTC

NP-MRD ID

NP0164435

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one

Description

4-(3-Bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2,5-dihydrofuran-2-one belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring. Based on a literature review very few articles have been published on 4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2,5-dihydrofuran-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309032201182D          

 23 25  0  0  0  0            999 V2000
    2.0367   -0.4741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9341   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7546   -3.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395   -3.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040   -4.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3889   -5.2384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0835   -4.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479   -5.4109    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.5986   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3188   -3.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1661   -3.8173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9866   -3.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   -2.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426   -2.8911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -2.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1728   -1.5563    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168   -2.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  5 12  1  0  0  0  0
  4 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  4  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 15 22  1  0  0  0  0
 13 23  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0164435

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C2OC(=O)C=C2C2=CC=C(O)C(Br)=C2)C=C1Br

> <INCHI_IDENTIFIER>
InChI=1S/C17H10Br2O4/c18-12-5-9(1-3-14(12)20)6-16-11(8-17(22)23-16)10-2-4-15(21)13(19)7-10/h1-8,20-21H

> <INCHI_KEY>
CCHUHFRCENGAOV-UHFFFAOYSA-N

> <FORMULA>
C17H10Br2O4

> <MOLECULAR_WEIGHT>
438.071

> <EXACT_MASS>
435.894585

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
35.94656308655189

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
4.806233562999999

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.153728221869248

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.540957290779408

> <JCHEM_PKA_STRONGEST_BASIC>
-6.686221015023055

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
95.36300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  O   UNK     0       3.802  -0.885   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.477  -6.041   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.009  -5.880   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.914  -7.126   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.287  -8.532   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       8.193  -9.778   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.756  -8.693   0.000  0.00  0.00           C+0
HETATM   11 Br   UNK     0       5.129 -10.100   0.000  0.00  0.00          Br+0
HETATM   12  C   UNK     0       4.851  -7.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.032  -4.795   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.127  -6.041   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.595  -5.880   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.310  -7.126   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.842  -6.965   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.468  -5.558   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.000  -5.397   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.563  -4.312   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0      -2.189  -2.905   0.000  0.00  0.00          Br+0
HETATM   22  C   UNK     0      -0.031  -4.473   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.556  -3.330   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   13                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    5                                                       
CONECT   13    4   14   23                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15                                                       
CONECT   23   13    2                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₀Br₂O₄

Average Mass

438.0710 Da

Monoisotopic Mass

435.89458 Da

IUPAC Name

4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2,5-dihydrofuran-2-one

Traditional Name

4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C2OC(=O)C=C2C2=CC=C(O)C(Br)=C2)C=C1Br

InChI Identifier

InChI=1S/C17H10Br2O4/c18-12-5-9(1-3-14(12)20)6-16-11(8-17(22)23-16)10-2-4-15(21)13(19)7-10/h1-8,20-21H

InChI Key

CCHUHFRCENGAOV-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-bromophenols. These are bromophenols carrying a iodine at the C2 position of the benzene ring.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

2-bromophenol
1-hydroxy-2-unsubstituted benzenoid
Bromobenzene
Halobenzene
Aryl bromide
Aryl halide
Monocyclic benzene moiety
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Enol ester
Carboxylic acid ester
Lactone
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organobromide
Organohalogen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.25	ALOGPS
logP	4.81	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.36 m³·mol⁻¹	ChemAxon
Polarizability	35.95 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57641856

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78071682

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one (NP0164435)

MOL for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

3D MOL for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

3D SDF for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

3D-SDF for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

PDB for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

3D PDB for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

SMILES for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

INCHI for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

Structure for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)

3D Structure for NP0164435 (4-(3-bromo-4-hydroxyphenyl)-5-[(3-bromo-4-hydroxyphenyl)methylidene]furan-2-one)