[(S)-2-Phenyl-1-(5-sulfamoyl-[1,3,4]thiadiazol-2-ylcarbamoyl)-ethyl]-carbamic acid benzyl ester

ID: ALA130950

Chembl Id: CHEMBL130950

PubChem CID: 44353517

Max Phase: Preclinical

Molecular Formula: C19H19N5O5S2

Molecular Weight: 461.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1nnc(NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc2ccccc2)s1

Standard InChI:  InChI=1S/C19H19N5O5S2/c20-31(27,28)19-24-23-17(30-19)22-16(25)15(11-13-7-3-1-4-8-13)21-18(26)29-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,21,26)(H2,20,27,28)(H,22,23,25)/t15-/m0/s1

Standard InChI Key:  YFQXGONQCDOEAA-HNNXBMFYSA-N

Alternative Forms

1. Parent:

   

   ALA130950

   benzyl N-[(2S)-1-oxo-3-phenyl-1-[(5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino]propan-2-yl]carbamate

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: 461.53

Molecular Weight (Monoisotopic): 461.0828

AlogP: 1.66

#Rotatable Bonds: 8

Polar Surface Area: 153.37

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.43

CX Basic pKa: ┄

CX LogP: 2.42

CX LogD: 1.26

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -1.26

References

1. 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