ID: ALA2413697

Max Phase: Preclinical

Molecular Formula: C24H24N2O5S

Molecular Weight: 452.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)S(=O)(=O)c1cccc(C(=O)Nc2ccc(-c3ccccc3)cc2C(=O)O)c1

Standard InChI:  InChI=1S/C24H24N2O5S/c1-3-26(4-2)32(30,31)20-12-8-11-19(15-20)23(27)25-22-14-13-18(16-21(22)24(28)29)17-9-6-5-7-10-17/h5-16H,3-4H2,1-2H3,(H,25,27)(H,28,29)

Standard InChI Key:  OPPUPRVYGQKQFT-UHFFFAOYSA-N

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

Properties

Molecular Weight: 452.53

Molecular Weight (Monoisotopic): 452.1406

AlogP: 4.33

#Rotatable Bonds: 8

Polar Surface Area: 103.78

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.47

CX Basic pKa:

CX LogP: 4.79

CX LogD: 1.40

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -1.53

References

1. Weidel E, de Jong JC, Brengel C, Storz MP, Braunshausen A, Negri M, Plaza A, Steinbach A, Müller R, Hartmann RW..  (2013)  Structure optimization of 2-benzamidobenzoic acids as PqsD inhibitors for Pseudomonas aeruginosa infections and elucidation of binding mode by SPR, STD NMR, and molecular docking.,  56  (15): [PMID:23834469] [10.1021/jm4006302]

2. Hinsberger S, de Jong JC, Groh M, Haupenthal J, Hartmann RW..  (2014)  Benzamidobenzoic acids as potent PqsD inhibitors for the treatment of Pseudomonas aeruginosa infections.,  76  [PMID:24589489] [10.1016/j.ejmech.2014.02.014]

Source

Source(1):

• Scientific Literature