4-(3,4-Dichlorophenyl)-1-(4-fluorobenzoyl)-3-thiosemicarbazide

ID: ALA4537709

PubChem CID: 155548278

Max Phase: Preclinical

Molecular Formula: C14H10Cl2FN3OS

Molecular Weight: 358.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1ccc(Cl)c(Cl)c1)c1ccc(F)cc1

Standard InChI:  InChI=1S/C14H10Cl2FN3OS/c15-11-6-5-10(7-12(11)16)18-14(22)20-19-13(21)8-1-3-9(17)4-2-8/h1-7H,(H,19,21)(H2,18,20,22)

Standard InChI Key:  JHYOUPQDERUYRR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    2.3098  -12.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3087  -13.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167  -13.9362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7264  -13.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7236  -12.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0149  -12.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4297  -12.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1390  -12.6988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4266  -11.4757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8451  -12.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5544  -12.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2605  -12.2822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5575  -13.5106    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9698  -12.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9700  -13.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6784  -13.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3856  -13.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3798  -12.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6709  -12.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6811  -14.7284    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.0953  -13.9049    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6007  -13.9353    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
 17 21  1  0
  2 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537709

   ---

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: 358.23

Molecular Weight (Monoisotopic): 356.9906

AlogP: 3.76

#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: 9.78

CX Basic pKa: ┄

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: -2.57

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