5-Amino-pentanoic acid (5-sulfamoyl-[1,3,4]thiadiazol-2-yl)-amide

ID: ALA91302

Chembl Id: CHEMBL91302

PubChem CID: 15665955

Max Phase: Preclinical

Molecular Formula: C7H13N5O3S2

Molecular Weight: 279.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCCC(=O)Nc1nnc(S(N)(=O)=O)s1

Standard InChI:  InChI=1S/C7H13N5O3S2/c8-4-2-1-3-5(13)10-6-11-12-7(16-6)17(9,14)15/h1-4,8H2,(H2,9,14,15)(H,10,11,13)

Standard InChI Key:  ZURFRHLRWHHSIJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA91302

   5-amino-N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)pentanamide

Molecule Features

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

Calculated Properties

Molecular Weight: 279.35

Molecular Weight (Monoisotopic): 279.0460

AlogP: -0.75

#Rotatable Bonds: 6

Polar Surface Area: 141.06

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.53

CX Basic pKa: 9.91

CX LogP: -2.30

CX LogD: -2.40

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.46

Np Likeness Score: -1.84

References

1. Antonaroli S, Bianco A, Brufani M, Cellai L, Lo Baido G, Potier E, Bonomi L, Perfetti S, Fiaschi AI, Segre G..  (1992)  Acetazolamide-like carbonic anhydrase inhibitors with topical ocular hypotensive activity.,  35  (14): [PMID:1635066] [10.1021/jm00092a021]

2. Jayaweera GA, MacNeil SA, Trager SF, Blackburn G.  (1991)  Synthesis of 2-substituted-1,3,4-thiadiazole-5-sulphonamides as novel water-soluble inhibitors of carbonic anhydrase,  1  (8): [10.1016/S0960-894X(00)80266-8]

Source

Source(1):

• Scientific Literature