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

ID: ALA4476543

PubChem CID: 832901

Max Phase: Preclinical

Molecular Formula: C14H12FN3OS

Molecular Weight: 289.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1ccc(F)cc1)c1ccccc1

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

Standard InChI Key:  GQOAAUXYSRCRTG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    1.6371  -12.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359  -13.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3440  -13.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0537  -13.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0508  -12.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3422  -11.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7570  -11.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4662  -12.3149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7539  -11.0918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1724  -11.9037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8816  -12.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878  -11.8983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8847  -13.1268    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2970  -12.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2973  -13.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057  -13.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7128  -13.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7071  -12.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9981  -11.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4226  -13.5210    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
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476543

   2-Benzoyl-N-(4-fluorophenyl)hydrazinecarbothioamide

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: -2.32

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