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

ID: ALA4577259

PubChem CID: 155554195

Max Phase: Preclinical

Molecular Formula: C15H13Cl2N3O2S

Molecular Weight: 370.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)NNC(=S)Nc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C15H13Cl2N3O2S/c1-22-13-5-3-2-4-10(13)14(21)19-20-15(23)18-9-6-7-11(16)12(17)8-9/h2-8H,1H3,(H,19,21)(H2,18,20,23)

Standard InChI Key:  XTXGRAWLKBSQLO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   12.5454  -12.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5442  -13.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2523  -13.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9619  -13.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9591  -12.7206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2505  -12.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6653  -12.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3745  -12.7153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6622  -11.4922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0807  -12.3040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7899  -12.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4961  -12.2987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7930  -13.5271    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.2053  -12.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2055  -13.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9139  -13.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6211  -13.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6154  -12.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9064  -12.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9166  -14.7449    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.3309  -13.9214    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.6703  -13.9508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6715  -14.7679    0.0000 C   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
  4 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4577259

   ---

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: 370.26

Molecular Weight (Monoisotopic): 369.0106

AlogP: 3.63

#Rotatable Bonds: 3

Polar Surface Area: 62.39

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.18

CX Basic pKa: ┄

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.57

Np Likeness Score: -2.23

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