1-(2-Hydroxybenzoyl)-4-(4-acetylphenyl)-3-thiosemicarbazide

ID: ALA4535288

PubChem CID: 155547989

Max Phase: Preclinical

Molecular Formula: C16H15N3O3S

Molecular Weight: 329.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(NC(=S)NNC(=O)c2ccccc2O)cc1

Standard InChI:  InChI=1S/C16H15N3O3S/c1-10(20)11-6-8-12(9-7-11)17-16(23)19-18-15(22)13-4-2-3-5-14(13)21/h2-9,21H,1H3,(H,18,22)(H2,17,19,23)

Standard InChI Key:  FSTNHYLFSWGVPT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   19.1737  -25.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1725  -26.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8806  -26.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5902  -26.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5874  -25.7131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8788  -25.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2936  -25.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0028  -25.7078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2905  -24.4847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7090  -25.2965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4182  -25.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1244  -25.2912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4213  -26.5196    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.8336  -25.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8339  -26.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5423  -26.9202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2494  -26.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2437  -25.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5347  -25.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2986  -26.9433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9592  -26.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9634  -27.7311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6648  -26.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  4 20  1  0
 17 21  1  0
 21 22  2  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535288

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.38

Molecular Weight (Monoisotopic): 329.0834

AlogP: 2.23

#Rotatable Bonds: 3

Polar Surface Area: 90.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.07

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.39

Np Likeness Score: -1.61

References

1. Ameryckx A, Thabault L, Pochet L, Leimanis S, Poupaert JH, Wouters J, Joris B, Van Bambeke F, Frédérick R..  (2018)  1-(2-Hydroxybenzoyl)-thiosemicarbazides are promising antimicrobial agents targeting d-alanine-d-alanine ligase in bacterio.,  159  [PMID:30300845] [10.1016/j.ejmech.2018.09.067]

Source

Source(1):

• Scientific Literature