4-(2,4-Dichlorophenyl)-1-(2-hydroxybenzoyl)-3-thiosemicarbazide

ID: ALA4566999

PubChem CID: 24424329

Max Phase: Preclinical

Molecular Formula: C14H11Cl2N3O2S

Molecular Weight: 356.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1ccc(Cl)cc1Cl)c1ccccc1O

Standard InChI:  InChI=1S/C14H11Cl2N3O2S/c15-8-5-6-11(10(16)7-8)17-14(22)19-18-13(21)9-3-1-2-4-12(9)20/h1-7,20H,(H,18,21)(H2,17,19,22)

Standard InChI Key:  FDGMOYHHZCJDQE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   30.6887  -17.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6875  -18.0878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3956  -18.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1052  -18.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1024  -17.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3938  -16.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8085  -16.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5178  -17.2594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8055  -16.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2240  -16.8481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9332  -17.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6394  -16.8428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9363  -18.0712    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.3486  -17.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3488  -18.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0572  -18.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7644  -18.0605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7587  -17.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0497  -16.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8136  -18.4948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6419  -18.4758    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.4742  -18.4655    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
  4 20  1  0
 15 21  1  0
 17 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566999

   1-(2,4-Dichlorophenyl)-3-[(2-hydroxybenzoyl)amino]thiourea

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: 356.23

Molecular Weight (Monoisotopic): 354.9949

AlogP: 3.33

#Rotatable Bonds: 2

Polar Surface Area: 73.39

Molecular Species: NEUTRAL

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.07

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 4.50

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: -2.07

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