1-(2-Hydroxybenzoyl)-4-(pyridin-3-yl)-3-thiosemicarbazide

ID: ALA4581230

PubChem CID: 155561490

Max Phase: Preclinical

Molecular Formula: C13H12N4O2S

Molecular Weight: 288.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)Nc1cccnc1)c1ccccc1O

Standard InChI:  InChI=1S/C13H12N4O2S/c18-11-6-2-1-5-10(11)12(19)16-17-13(20)15-9-4-3-7-14-8-9/h1-8,18H,(H,16,19)(H2,15,17,20)

Standard InChI Key:  TYQJXHMIHVDUOD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    1.3771   -2.2534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3759   -3.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0840   -3.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7936   -3.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7908   -2.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0822   -1.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4970   -1.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2062   -2.2445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939   -1.0214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9124   -1.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6216   -2.2392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3278   -1.8279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6247   -3.0563    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0370   -2.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0373   -3.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7457   -3.4569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4528   -3.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4471   -2.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7381   -1.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5020   -3.4800    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4581230

   ---

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: 288.33

Molecular Weight (Monoisotopic): 288.0681

AlogP: 1.42

#Rotatable Bonds: 2

Polar Surface Area: 86.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.07

CX Basic pKa: 4.43

CX LogP: 2.16

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.49

Np Likeness Score: -2.08

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