IUPAC name
3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
SMILES
CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O
Compound class
Diuretics; Sodium Potassium Chloride Symporter Inhibitors; Cardiovascular System; Sulfonamides, Plain; High-Ceiling Diuretics; High-Ceiling Diuretics and Potassium-Sparing Agents;
Therapeutic area
For the treatment of edema associated with congestive heart failure, hepatic and renal disease including the nephrotic syndrome.
Common name
Bumetanide
IUPAC name
3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
SMILES
CCCCNC1=C(OC2=CC=CC=C2)C(=CC(=C1)C(O)=O)S(N)(=O)=O
INCHI
InChI=1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)
FORMULA
C17H20N2O5S
Common name
Bumetanide
IUPAC name
3-(butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
Molecular weight
364.416
clogP
1.425
clogS
-4.139
HBond Acceptor
5
HBond Donor
4
Total Polar Surface Area
118.72
Number of Rings
2
Rotatable Bond
8
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00005 | benzene |
|
c1ccccc1 | 0.2824 |
| FDBF00006 | phenol |
|
c1ccc(cc1)O | 0.0897 |
| FDBF00007 | propane |
|
C(C)C | 0.2412 |
| FDBF00040 | ethanamine |
|
CCN | 0.0677 |
| FDBF00067 | butane |
|
CCCC | 0.0680 |
| FDBF00691 | benzoic acid |
|
c1cc(ccc1)C(=O)O | 0.0117 |
| FDBF01983 | 4-hydroxybenzoic acid |
|
c1c(ccc(c1)C(=O)O)O | 0.0003 |
| FDBF01984 | 3-(methylamino)benzoic acid |
|
c1(cccc(c1)C(=O)O)NC | 0.0003 |
| FDBF01985 | 4-phenoxybenzoic acid |
|
c1(ccccc1)Oc2ccc(cc2)C(=O)O | 0.0003 |
| FDBF01986 | 3-(ethylamino)benzoic acid |
|
c1(cccc(c1)C(=O)O)NCC | 0.0003 |
