N-(4'-methyl-2-(4-sulfamoylphenylamino)-4,5'-bithiazol-2'-yl)benzamide

ID: ALA2164269

Chembl Id: CHEMBL2164269

PubChem CID: 1632861

Max Phase: Preclinical

Molecular Formula: C20H17N5O3S3

Molecular Weight: 471.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(NC(=O)c2ccccc2)sc1-c1csc(Nc2ccc(S(N)(=O)=O)cc2)n1

Standard InChI:  InChI=1S/C20H17N5O3S3/c1-12-17(30-20(22-12)25-18(26)13-5-3-2-4-6-13)16-11-29-19(24-16)23-14-7-9-15(10-8-14)31(21,27)28/h2-11H,1H3,(H,23,24)(H2,21,27,28)(H,22,25,26)

Standard InChI Key:  FCRRSPLLAJNBRY-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2164269

   N-[4-methyl-5-[2-(4-sulfamoylanilino)-1,3-thiazol-4-yl]-1,3-thiazol-2-yl]benzamide

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: 471.59

Molecular Weight (Monoisotopic): 471.0494

AlogP: 4.22

#Rotatable Bonds: 6

Polar Surface Area: 127.07

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.65

CX Basic pKa: 1.49

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.39

Np Likeness Score: -2.08

References

1. Brvar M, Perdih A, Renko M, Anderluh G, Turk D, Solmajer T..  (2012)  Structure-based discovery of substituted 4,5'-bithiazoles as novel DNA gyrase inhibitors.,  55  (14): [PMID:22731783] [10.1021/jm300395d]

2. Piala AT, Akella R, Potts MB, Dudics-Giagnocavo SA, He H, Wei S, White MA, Posner BA, Goldsmith EJ..  (2016)  Discovery of novel TAOK2 inhibitor scaffolds from high-throughput screening.,  26  (16): [PMID:27426302] [10.1016/j.bmcl.2016.07.016]

Source

Source(1):

• Scientific Literature