1-Benzoyl-4-(3-fluorophenyl)-3-thiosemicarbazide

ID: ALA4515860

PubChem CID: 155539899

Max Phase: Preclinical

Molecular Formula: C14H12FN3OS

Molecular Weight: 289.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1cccc(F)c1)c1ccccc1

Standard InChI:  InChI=1S/C14H12FN3OS/c15-11-7-4-8-12(9-11)16-14(20)18-17-13(19)10-5-2-1-3-6-10/h1-9H,(H,17,19)(H2,16,18,20)

Standard InChI Key:  PDLFVAZRYGADFM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   38.8523   -6.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8512   -7.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5592   -7.6834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2689   -7.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2660   -6.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5574   -6.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9722   -6.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6814   -6.4460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9691   -5.2229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.3876   -6.0348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0969   -6.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8030   -6.0294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0999   -7.2579    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   44.5123   -6.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5125   -7.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2209   -7.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9280   -7.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9223   -6.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2133   -6.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2236   -8.4757    0.0000 F   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
 16 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4515860

   ---

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: 289.33

Molecular Weight (Monoisotopic): 289.0685

AlogP: 2.46

#Rotatable Bonds: 2

Polar Surface Area: 53.16

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.02

CX Basic pKa: ┄

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.59

Np Likeness Score: -2.43

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