1-(2-Hydroxy-4-iodobenzoyl)-4-(3,4-dichlorophenyl)-3-thiosemicarbazide

ID: ALA4461445

PubChem CID: 155528518

Max Phase: Preclinical

Molecular Formula: C14H10Cl2IN3O2S

Molecular Weight: 482.13

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1ccc(Cl)c(Cl)c1)c1ccc(I)cc1O

Standard InChI:  InChI=1S/C14H10Cl2IN3O2S/c15-10-4-2-8(6-11(10)16)18-14(23)20-19-13(22)9-3-1-7(17)5-12(9)21/h1-6,21H,(H,19,22)(H2,18,20,23)

Standard InChI Key:  AMGKKCAPKKIWRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.9234   -2.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9222   -3.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6303   -3.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3399   -3.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3371   -2.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6285   -2.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0433   -2.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7525   -2.5210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0402   -1.2979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4587   -2.1098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1679   -2.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8741   -2.1044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1710   -3.3329    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.5833   -2.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5835   -3.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2919   -3.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9991   -3.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9934   -2.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2844   -2.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2946   -4.5507    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.7089   -3.7271    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.0483   -3.7565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2142   -3.7575    0.0000 I   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
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461445

   ---

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: 482.13

Molecular Weight (Monoisotopic): 480.8916

AlogP: 3.94

#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: 7.45

CX Basic pKa: ┄

CX LogP: 5.52

CX LogD: 5.24

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.30

Np Likeness Score: -2.26

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