1-Benzoyl-4-(3,4-dichlorophenyl)-3-thiosemicarbazide

ID: ALA4578193

PubChem CID: 154695736

Max Phase: Preclinical

Molecular Formula: C14H11Cl2N3OS

Molecular Weight: 340.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1ccc(Cl)c(Cl)c1)c1ccccc1

Standard InChI:  InChI=1S/C14H11Cl2N3OS/c15-11-7-6-10(8-12(11)16)17-14(21)19-18-13(20)9-4-2-1-3-5-9/h1-8H,(H,18,20)(H2,17,19,21)

Standard InChI Key:  HLPPTHSVCLMECP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   10.8821  -12.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8809  -13.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5890  -13.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2986  -13.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2958  -12.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5872  -12.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0020  -12.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7112  -12.4883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9989  -11.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4174  -12.0770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1266  -12.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8328  -12.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1297  -13.3001    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.5420  -12.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5423  -13.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2507  -13.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9578  -13.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9521  -12.4680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2431  -12.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2534  -14.5179    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.6676  -13.6944    0.0000 Cl  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
M  END

Alternative Forms

1. Parent:

   

   ALA4578193

   ---

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: 340.24

Molecular Weight (Monoisotopic): 339.0000

AlogP: 3.62

#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: 4.24

CX LogD: 4.24

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: -2.30

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]

2. Ameryckx A,Pochet L,Wang G,Yildiz E,Saadi BE,Wouters J,Van Bambeke F,Frédérick R.  (2020)  Pharmacomodulations of the benzoyl-thiosemicarbazide scaffold reveal antimicrobial agents targeting d-alanyl-d-alanine ligase in bacterio.,  200  [PMID:32497961] [10.1016/j.ejmech.2020.112444]

Source

Source(1):

• Scientific Literature