1-(2-Hydroxybenzoyl)-4-(3-iodophenyl)-3-thiosemicarbazide

ID: ALA4591078

PubChem CID: 155568819

Max Phase: Preclinical

Molecular Formula: C14H12IN3O2S

Molecular Weight: 413.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1cccc(I)c1)c1ccccc1O

Standard InChI:  InChI=1S/C14H12IN3O2S/c15-9-4-3-5-10(8-9)16-14(21)18-17-13(20)11-6-1-2-7-12(11)19/h1-8,19H,(H,17,20)(H2,16,18,21)

Standard InChI Key:  MTUVUUDMZQCKFC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    9.8461  -26.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8450  -27.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5530  -27.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2627  -27.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2599  -26.2001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5513  -25.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9660  -25.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6753  -26.1948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9630  -24.9717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3815  -25.7835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0907  -26.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7969  -25.7782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0938  -27.0067    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5061  -26.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5063  -27.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2147  -27.4073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9219  -26.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9162  -26.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2072  -25.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9711  -27.4303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6209  -25.7608    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
  4 20  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4591078

   ---

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: 413.24

Molecular Weight (Monoisotopic): 412.9695

AlogP: 2.63

#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: 4.31

CX LogD: 4.22

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.35

Np Likeness Score: -2.13

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