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enzymes (5) Show 5 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:55 UTC

HMDB ID

HMDB0015275

Secondary Accession Numbers

HMDB15275

Metabolite Identification

Common Name

Dichlorphenamide

Description

Dichlorphenamide is only found in individuals that have used or taken this drug. It is a carbonic anhydrase inhibitor that is used in the treatment of glaucoma. [PubChem]Carbonic anhydrase inhibitors reduce intraocular pressure by partially suppressing the secretion of aqueous humor (inflow), although the mechanism by which they do this is not fully understood. Evidence suggests that HCO^3- ions are produced in the ciliary body by hydration of carbon dioxide under the influence of carbonic anhydrase and diffuse into the posterior chamber which contains more Na⁺ and HCO^3- ions than does plasma and consequently is hypertonic. Water is then attracted to the posterior chamber by osmosis, resulting in a drop in pressure.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

1144
  Mrv0541 02231215162D          

 16 16  0  0  0  0            999 V2000
    1.6500    0.3341    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.3159    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.1591    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079   -1.3159    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9040    1.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2540    1.1591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -2.0303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.6014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    1.9841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.7284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  1  0  0  0  0
  2 16  1  0  0  0  0
  3  5  2  0  0  0  0
  3  6  2  0  0  0  0
  3  9  1  0  0  0  0
  3 11  1  0  0  0  0
  4  7  2  0  0  0  0
  4  8  2  0  0  0  0
  4 10  1  0  0  0  0
  4 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
 12 13  2  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015275

> <DATABASE_NAME>
hmdb

> <SMILES>
NS(=O)(=O)C1=CC(=C(Cl)C(Cl)=C1)S(N)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14)

> <INCHI_KEY>
GJQPMPFPNINLKP-UHFFFAOYSA-N

> <FORMULA>
C6H6Cl2N2O4S2

> <MOLECULAR_WEIGHT>
305.159

> <EXACT_MASS>
303.914603484

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
25.039274514772956

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,5-dichlorobenzene-1,3-disulfonamide

> <ALOGPS_LOGP>
0.92

> <JCHEM_LOGP>
0.3933967080000001

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.890245583828902

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.942036378201068

> <JCHEM_POLAR_SURFACE_AREA>
120.32

> <JCHEM_REFRACTIVITY>
59.98340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dichlorphenamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1144                                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1 Cl   UNK     0       3.080   0.624   0.000  0.00  0.00          Cl+0
HETATM    2 Cl   UNK     0       3.080  -2.456   0.000  0.00  0.00          Cl+0
HETATM    3  S   UNK     0       5.747   2.164   0.000  0.00  0.00           S+0
HETATM    4  S   UNK     0       8.415  -2.456   0.000  0.00  0.00           S+0
HETATM    5  O   UNK     0       7.287   2.164   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       4.207   2.164   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       7.645  -3.790   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.185  -1.123   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       5.747   3.704   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0       9.748  -3.226   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       5.747   0.624   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.081  -1.686   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081  -0.146   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -0.146   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.747  -2.456   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.414  -1.686   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   16                                                            
CONECT    3    5    6    9   11                                             
CONECT    4    7    8   10   12                                             
CONECT    5    3                                                            
CONECT    6    3                                                            
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    3                                                            
CONECT   10    4                                                            
CONECT   11    3   13   14                                                  
CONECT   12    4   13   15                                                  
CONECT   13   11   12                                                       
CONECT   14    1   11   16                                                  
CONECT   15   12   16                                                       
CONECT   16    2   14   15                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,3-Disulfamoyl-4,5-dichlorobenzene	ChEBI
1,3-Disulfamyl-4,5-dichlorobenzene	ChEBI
3,4-Dichloro-5-sulfamylbenzenesulfonamide	ChEBI
4,5-Dichloro-1,3-benzenedisulfonamide	ChEBI
4,5-Dichloro-1,3-disulfamoylbenzene	ChEBI
4,5-Dichloro-benzene-1,3-disulfonic acid diamide	ChEBI
4,5-Dichloro-m-benzenedisulfonamide	ChEBI
4,5-DICHLOROBENZENE-1,3-disulfonamide	ChEBI
Dichlofenamide	ChEBI
Dichlorophenamide	ChEBI
Diclofenamida	ChEBI
Diclofenamidum	ChEBI
Diclofenamide	Kegg
Daranide	Kegg
Keveyis	Kegg
1,3-Disulphamoyl-4,5-dichlorobenzene	Generator
1,3-Disulphamyl-4,5-dichlorobenzene	Generator
3,4-Dichloro-5-sulphamylbenzenesulphonamide	Generator
4,5-Dichloro-1,3-benzenedisulphonamide	Generator
4,5-Dichloro-1,3-disulphamoylbenzene	Generator
4,5-Dichloro-benzene-1,3-disulfonate diamide	Generator
4,5-Dichloro-benzene-1,3-disulphonate diamide	Generator
4,5-Dichloro-benzene-1,3-disulphonic acid diamide	Generator
4,5-Dichloro-m-benzenedisulphonamide	Generator
4,5-DICHLOROBENZENE-1,3-disulphonamide	Generator
4,5-Dicholorobenzene-1,3-disulfonamide	HMDB
Dichlorphenamid	HMDB
Diclofenamid	HMDB
Glauconide	HMDB
Llorens brand OF dichlorphenamide	HMDB
Merck brand OF dichlorphenamide	HMDB
Dichlorphenamide	ChEBI

Chemical Formula

C₆H₆Cl₂N₂O₄S₂

Average Molecular Weight

305.159

Monoisotopic Molecular Weight

303.914603484

IUPAC Name

4,5-dichlorobenzene-1,3-disulfonamide

Traditional Name

dichlorphenamide

CAS Registry Number

120-97-8

SMILES

NS(=O)(=O)C1=CC(=C(Cl)C(Cl)=C1)S(N)(=O)=O

InChI Identifier

InChI=1S/C6H6Cl2N2O4S2/c7-4-1-3(15(9,11)12)2-5(6(4)8)16(10,13)14/h1-2H,(H2,9,11,12)(H2,10,13,14)

InChI Key

GJQPMPFPNINLKP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzenesulfonamides. These are organic compounds containing a sulfonamide group that is S-linked to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzenesulfonamides

Direct Parent

Benzenesulfonamides

Alternative Parents

Substituents

Benzenesulfonamide
Benzenesulfonyl group
1,2-dichlorobenzene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Organosulfonic acid amide
Aminosulfonyl compound
Sulfonyl
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organohalogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organochloride
Organosulfur compound
Organic oxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

sulfonamide (CHEBI:101085 )
dichlorobenzene (CHEBI:101085 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015275)
Membrane (HMDB: HMDB0015275)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	228.7 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.4 g/L	Not Available
LogP	0.2	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.4 g/L	ALOGPS
logP	0.92	ALOGPS
logP	0.39	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	120.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	59.98 m³·mol⁻¹	ChemAxon
Polarizability	25.04 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	156.76	30932474
DeepCCS	[M-H]-	154.367	30932474
DeepCCS	[M-2H]-	187.368	30932474
DeepCCS	[M+Na]+	162.818	30932474
AllCCS	[M+H]+	158.8	32859911
AllCCS	[M+H-H2O]+	155.5	32859911
AllCCS	[M+NH4]+	161.9	32859911
AllCCS	[M+Na]+	162.8	32859911
AllCCS	[M-H]-	147.7	32859911
AllCCS	[M+Na-2H]-	148.3	32859911
AllCCS	[M+HCOO]-	148.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dichlorphenamide	NS(=O)(=O)C1=CC(=C(Cl)C(Cl)=C1)S(N)(=O)=O	3331.8	Standard polar	33892256
Dichlorphenamide	NS(=O)(=O)C1=CC(=C(Cl)C(Cl)=C1)S(N)(=O)=O	2154.2	Standard non polar	33892256
Dichlorphenamide	NS(=O)(=O)C1=CC(=C(Cl)C(Cl)=C1)S(N)(=O)=O	2878.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dichlorphenamide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	2676.9	Semi standard non polar	33892256
Dichlorphenamide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	2630.9	Standard non polar	33892256
Dichlorphenamide,1TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	4396.1	Standard polar	33892256
Dichlorphenamide,1TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	2691.6	Semi standard non polar	33892256
Dichlorphenamide,1TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	2632.6	Standard non polar	33892256
Dichlorphenamide,1TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	4482.3	Standard polar	33892256
Dichlorphenamide,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N[Si](C)(C)C)=C1	2673.9	Semi standard non polar	33892256
Dichlorphenamide,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N[Si](C)(C)C)=C1	2756.0	Standard non polar	33892256
Dichlorphenamide,2TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N[Si](C)(C)C)=C1	3415.2	Standard polar	33892256
Dichlorphenamide,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	2660.8	Semi standard non polar	33892256
Dichlorphenamide,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	2816.4	Standard non polar	33892256
Dichlorphenamide,2TMS,isomer #2	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	4193.0	Standard polar	33892256
Dichlorphenamide,2TMS,isomer #3	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	2649.6	Semi standard non polar	33892256
Dichlorphenamide,2TMS,isomer #3	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	2827.2	Standard non polar	33892256
Dichlorphenamide,2TMS,isomer #3	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	4311.2	Standard polar	33892256
Dichlorphenamide,3TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(Cl)=C1Cl	2668.5	Semi standard non polar	33892256
Dichlorphenamide,3TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(Cl)=C1Cl	2958.2	Standard non polar	33892256
Dichlorphenamide,3TMS,isomer #1	C[Si](C)(C)NS(=O)(=O)C1=CC(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=CC(Cl)=C1Cl	3333.6	Standard polar	33892256
Dichlorphenamide,3TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2659.8	Semi standard non polar	33892256
Dichlorphenamide,3TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2969.4	Standard non polar	33892256
Dichlorphenamide,3TMS,isomer #2	C[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3346.4	Standard polar	33892256
Dichlorphenamide,4TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	2734.9	Semi standard non polar	33892256
Dichlorphenamide,4TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3179.4	Standard non polar	33892256
Dichlorphenamide,4TMS,isomer #1	C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)=C1	3288.4	Standard polar	33892256
Dichlorphenamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	2965.1	Semi standard non polar	33892256
Dichlorphenamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	2890.6	Standard non polar	33892256
Dichlorphenamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	4355.8	Standard polar	33892256
Dichlorphenamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	2960.7	Semi standard non polar	33892256
Dichlorphenamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	2889.2	Standard non polar	33892256
Dichlorphenamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	4460.4	Standard polar	33892256
Dichlorphenamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1	3262.6	Semi standard non polar	33892256
Dichlorphenamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1	3308.8	Standard non polar	33892256
Dichlorphenamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N[Si](C)(C)C(C)(C)C)=C1	3443.0	Standard polar	33892256
Dichlorphenamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	3203.7	Semi standard non polar	33892256
Dichlorphenamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	3334.6	Standard non polar	33892256
Dichlorphenamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1	4079.7	Standard polar	33892256
Dichlorphenamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	3164.1	Semi standard non polar	33892256
Dichlorphenamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	3338.3	Standard non polar	33892256
Dichlorphenamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(S(N)(=O)=O)=CC(Cl)=C1Cl	4195.5	Standard polar	33892256
Dichlorphenamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(Cl)=C1Cl	3455.6	Semi standard non polar	33892256
Dichlorphenamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(Cl)=C1Cl	3765.2	Standard non polar	33892256
Dichlorphenamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=CC(Cl)=C1Cl	3428.1	Standard polar	33892256
Dichlorphenamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3451.6	Semi standard non polar	33892256
Dichlorphenamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3775.3	Standard non polar	33892256
Dichlorphenamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3436.8	Standard polar	33892256
Dichlorphenamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3673.4	Semi standard non polar	33892256
Dichlorphenamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	4210.6	Standard non polar	33892256
Dichlorphenamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC(Cl)=C(Cl)C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	3455.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorphenamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-00fr-1190000000-05ac58ca7b0d878559c9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dichlorphenamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 10V, Positive-QTOF	splash10-0udi-0009000000-96143650a7f633efcdfb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 20V, Positive-QTOF	splash10-0udi-0019000000-bbe52404fad8ebabeb95	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 40V, Positive-QTOF	splash10-056r-0290000000-935d4eff121cbb4795c4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 10V, Negative-QTOF	splash10-0udi-0009000000-a20a034f8bd3c1f4b339	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 20V, Negative-QTOF	splash10-0udi-0049000000-f461bd5e7ade13a53282	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 40V, Negative-QTOF	splash10-004i-9030000000-9d1ed58d3493bfa5183f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 10V, Positive-QTOF	splash10-0udi-0009000000-8d75050dd71415eaf9fa	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 20V, Positive-QTOF	splash10-0udi-0009000000-f64b00d41ed047f0fb8b	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 40V, Positive-QTOF	splash10-0udi-8983000000-461cb533d39e20c65f2d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 10V, Negative-QTOF	splash10-0udi-0009000000-d6c1371b615951a81592	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 20V, Negative-QTOF	splash10-0udi-1009000000-07bb3898e1276ce9800d	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dichlorphenamide 40V, Negative-QTOF	splash10-004i-9000000000-2fad48a6162984208029	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01144	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB01144	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01144

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2930

KEGG Compound ID

C07459

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dichlorphenamide

METLIN ID

Not Available

PubChem Compound

3038

PDB ID

I7A

ChEBI ID

101085

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Okada S, Izumi W, Murai M, Komatsu H, Ishimitsu S: [Diclofenamide Reference Standard (Control 891) of National Institute of Hygienic Sciences]. Eisei Shikenjo Hokoku. 1991;(109):148-50. [PubMed:1364383 ]
Tawil R, McDermott MP, Brown R Jr, Shapiro BC, Ptacek LJ, McManis PG, Dalakas MC, Spector SA, Mendell JR, Hahn AF, Griggs RC: Randomized trials of dichlorphenamide in the periodic paralyses. Working Group on Periodic Paralysis. Ann Neurol. 2000 Jan;47(1):46-53. [PubMed:10632100 ]

Enzymes

Enzyme Details

1. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Carbonic anhydrase 1

General function:: Involved in carbonate dehydratase activity
Specific function:: Reversible hydration of carbon dioxide. Can hydrates cyanamide to urea.
Gene Name:: CA1
Uniprot ID:: P00915
Molecular weight:: 28870.0

References

Winum JY, Casini A, Mincione F, Starnotti M, Montero JL, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors: N-(p-sulfamoylphenyl)-alpha-D-glycopyranosylamines as topically acting antiglaucoma agents in hypertensive rabbits. Bioorg Med Chem Lett. 2004 Jan 5;14(1):225-9. [PubMed:14684332 ]
Lindskog S: Structure and mechanism of carbonic anhydrase. Pharmacol Ther. 1997;74(1):1-20. [PubMed:9336012 ]
Nishimori I, Minakuchi T, Onishi S, Vullo D, Scozzafava A, Supuran CT: Carbonic anhydrase inhibitors. DNA cloning, characterization, and inhibition studies of the human secretory isoform VI, a new target for sulfonamide and sulfamate inhibitors. J Med Chem. 2007 Jan 25;50(2):381-8. [PubMed:17228881 ]
Giacomotto J, Pertl C, Borrel C, Walter MC, Bulst S, Johnsen B, Baillie DL, Lochmuller H, Thirion C, Segalat L: Evaluation of the therapeutic potential of carbonic anhydrase inhibitors in two animal models of dystrophin deficient muscular dystrophy. Hum Mol Genet. 2009 Nov 1;18(21):4089-101. doi: 10.1093/hmg/ddp358. Epub 2009 Jul 31. [PubMed:19648295 ]
Cleland JC, Griggs RC: Treatment of neuromuscular channelopathies: current concepts and future prospects. Neurotherapeutics. 2008 Oct;5(4):607-12. doi: 10.1016/j.nurt.2008.09.001. [PubMed:19019313 ]

Enzyme Details

3. Carbonic anhydrase 2

General function:: Involved in carbonate dehydratase activity
Specific function:: Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion into the anterior chamber of the eye.
Gene Name:: CA2
Uniprot ID:: P00918
Molecular weight:: 29245.895

References

Mincione F, Scozzafava A, Supuran CT: The development of topically acting carbonic anhydrase inhibitors as antiglaucoma agents. Curr Pharm Des. 2008;14(7):649-54. [PubMed:18336310 ]

Enzyme Details

4. Carbonic anhydrase 4

General function:: Involved in carbonate dehydratase activity
Specific function:: Reversible hydration of carbon dioxide. May stimulate the sodium/bicarbonate transporter activity of SLC4A4 that acts in pH homeostasis. It is essential for acid overload removal from the retina and retina epithelium, and acid release in the choriocapillaris in the choroid.
Gene Name:: CA4
Uniprot ID:: P22748
Molecular weight:: 35032.075

References

Mincione F, Scozzafava A, Supuran CT: The development of topically acting carbonic anhydrase inhibitors as antiglaucoma agents. Curr Pharm Des. 2008;14(7):649-54. [PubMed:18336310 ]

Enzyme Details

5. Carbonic anhydrase 7

General function:: Involved in carbonate dehydratase activity
Specific function:: Reversible hydration of carbon dioxide.
Gene Name:: CA7
Uniprot ID:: P43166
Molecular weight:: 23451.435

References

Mincione F, Scozzafava A, Supuran CT: The development of topically acting carbonic anhydrase inhibitors as antiglaucoma agents. Curr Pharm Des. 2008;14(7):649-54. [PubMed:18336310 ]

Showing metabocard for Dichlorphenamide (HMDB0015275)

MOL for HMDB0015275 (Dichlorphenamide)

3D MOL for HMDB0015275 (Dichlorphenamide)

3D SDF for HMDB0015275 (Dichlorphenamide)

3D-SDF for HMDB0015275 (Dichlorphenamide)

PDB for HMDB0015275 (Dichlorphenamide)

3D PDB for HMDB0015275 (Dichlorphenamide)

SMILES for HMDB0015275 (Dichlorphenamide)

INCHI for HMDB0015275 (Dichlorphenamide)

Structure for HMDB0015275 (Dichlorphenamide)

3D Structure for HMDB0015275 (Dichlorphenamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

References