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

ID: ALA4514663

PubChem CID: 155539503

Max Phase: Preclinical

Molecular Formula: C13H19N3O2S

Molecular Weight: 281.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCNC(=S)NNC(=O)c1ccccc1O

Standard InChI:  InChI=1S/C13H19N3O2S/c1-2-3-6-9-14-13(19)16-15-12(18)10-7-4-5-8-11(10)17/h4-5,7-8,17H,2-3,6,9H2,1H3,(H,15,18)(H2,14,16,19)

Standard InChI Key:  FRPZMCYSPPESIB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   31.0931  -20.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0920  -21.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8000  -22.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5097  -21.8019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5069  -20.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7982  -20.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2130  -20.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9223  -20.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2099  -19.7507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6284  -20.5626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3377  -20.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0438  -20.5573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.3407  -21.7857    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.7531  -20.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2180  -22.2093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7562  -21.7804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4654  -22.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4685  -23.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1777  -23.4094    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
  4 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514663

   ---

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: 281.38

Molecular Weight (Monoisotopic): 281.1198

AlogP: 1.69

#Rotatable Bonds: 5

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: 3.13

CX LogD: 3.05

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.38

Np Likeness Score: -1.46

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