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5-(2,3,5,6-Tetrafluoro-benzenesulfonylamino)-[1,3,4]thiadiazole-2-sulfonic acid amide

ID: ALA307939

Chembl Id: CHEMBL307939

PubChem CID: 10430595

Max Phase: Preclinical

Molecular Formula: C8H4F4N4O4S3

Molecular Weight: 392.34

Molecule Type: Small molecule

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: NS(=O)(=O)c1nnc(NS(=O)(=O)c2c(F)c(F)cc(F)c2F)s1

Standard InChI: InChI=1S/C8H4F4N4O4S3/c9-2-1-3(10)5(12)6(4(2)11)23(19,20)16-7-14-15-8(21-7)22(13,17)18/h1H,(H,14,16)(H2,13,17,18)

Standard InChI Key: PKIBTPDYAFKEOS-UHFFFAOYSA-N

Parent:

ALA307939
5-(2,3,5,6-Tetrafluoro-benzenesulfonylamino)-[1,3,4]thiadiazole-2-sulfonic acid amide

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA9 Tclin Carbonic anhydrase IX (8255 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA2 Tclin Carbonic anhydrases; II & IX (262 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA4 Carbonic anhydrase IV (1713 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Molecular Weight: 392.34	Molecular Weight (Monoisotopic): 391.9331	AlogP: 0.54	#Rotatable Bonds: 4
Polar Surface Area: 132.11	Molecular Species: ACID	HBA: 7	HBD: 2
#RO5 Violations: ┄	HBA (Lipinski): 8	HBD (Lipinski): 3	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 6.11	CX Basic pKa: ┄	CX LogP: 0.78	CX LogD: -0.44
Aromatic Rings: 2	Heavy Atoms: 23	QED Weighted: 0.58	Np Likeness Score: -1.92

1. Vullo D, Scozzafava A, Pastorekova S, Pastorek J, Supuran CT.. (2004) Carbonic anhydrase inhibitors: inhibition of the tumor-associated isozyme IX with fluorine-containing sulfonamides. The first subnanomolar CA IX inhibitor discovered., 14 (9): [PMID:15081039] [10.1016/j.bmcl.2004.01.095]
2. de Leval X, Ilies M, Casini A, Dogné JM, Scozzafava A, Masini E, Mincione F, Starnotti M, Supuran CT.. (2004) Carbonic anhydrase inhibitors: synthesis and topical intraocular pressure lowering effects of fluorine-containing inhibitors devoid of enhanced reactivity., 47 (11): [PMID:15139757] [10.1021/jm031116j]

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