| Identification |
| Chemical Name |
Acetazolamide |
| Accession Number |
HAMDB503 |
| Alternative Names |
Not Available |
| IUPAC Name |
N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide |
| Formula |
C4H6N4O3S2 |
| Canonical SMILES |
CC(=O)NC1=NN=C(S1)S(=O)(=O)N |
| Structure |
NC1=NN=C(S1)S(=O)(=O)N/PNG)
|
| Physicochemical Properties |
| Molecular Weight |
222.245Molecular weight |
| Hbond Donor |
2Number of hydrogen bond acceptor atoms
(not counting acidic atoms but counting atoms that are both hydrogen bond donors and acceptors such as -OH).
|
| Hbond Acceptor |
5
Number of hydrogen bond donor atoms (not counting basic atoms but counting atoms that are both hydrogen bond donors and acceptors such as -OH).
|
| logP (o/w) |
-0.930
Log of the octanol/water partition coefficient (including implicit hydrogens). [LOGP 1998]
|
| logS |
-2.361
Log of the aqueous solubility (mol/L).
|
| MR |
4.693
Molecular refractivity (including implicit hydrogens).
|
| SlogP |
-0.856
Log of the octanol/water partition coefficient. [Crippen 1999]
|
| TPSA |
115.040
Polar surface area (Å2) calculated using group contributions to approximate the polar surface area from connection table information only. The parameterization is that of Ertl et al. [Ertl 2000].
|
| logD (PH=7) |
-1.064
The octanol/water distribution coefficient at pH 7.
|
| pKa (PH=7) |
9.486
The pKa of the reaction that removes a proton from the ensemble of states with a hydrogen count equal to the input structure.
|
| pKb (PH=7) |
14.000
The pKb of the reaction that adds a proton from the ensemble of states with a hydrogen count equal to the input structure.
|
| Lipinski druglike |
1
One if and only if lip_violation < 2 otherwise zero.
|
| Solubility |
DMSO: ≥ 41 mg/mL |
| Role in Autophagy |
| Not Available |
| Biological Behaviors |
| Gene Name |
Not Available |
| Target |
Autophagy; Carbonic Anhydrase; |
| Pathway |
- Autophagy
- Metabolic Enzyme/Protease
|
| Biological Description |
Acetazolamide is a potent carbonic anhydrase (CA) inhibitor; best-studied agent for the amelioration of acute mountain sickness (AMS).
|
| Research Area |
Others |
| Category |
Activator |
| In Vitro |
Not Available |
| In Vivo |
Not Available |
| Clinical Trial |
Not Available |
| External Links |
| CAS Numbers |
59-66-5 |
| Pubchem |
1986 |
| HMDB |
HMDB14957 |
| DrugBank |
DB00819 |
| References |
- Leaf De, Goldfarb Ds, Mechanisms Of Action Of Acetazolamide In The Prophylaxis And Treatment Of Acute Mountain Sickness., J Appl Physiol (1985).2007 Apr;102(4):1313-22. [PMID:17023566 ]
- Neyra Ja, Alvarez-maza Jc, Novak Je, Anuric Acute Kidney Injury Induced By Acute Mountain Sickness Prophylaxis With Acetazolamide., J Investig Med High Impact Case Rep.2014 Apr 9;2(2):2324709614530559. [PMID:25264540 ]
|
