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

ID: ALA4547125

PubChem CID: 18525051

Max Phase: Preclinical

Molecular Formula: C15H15N3O3S

Molecular Weight: 317.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=S)NNC(=O)c1ccccc1O

Standard InChI:  InChI=1S/C15H15N3O3S/c1-21-13-9-5-3-7-11(13)16-15(22)18-17-14(20)10-6-2-4-8-12(10)19/h2-9,19H,1H3,(H,17,20)(H2,16,18,22)

Standard InChI Key:  DWZZOWROCWRPRH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    1.7857  -21.5689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7845  -22.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4926  -22.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2022  -22.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1994  -21.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4908  -21.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9056  -21.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6148  -21.5599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025  -20.3368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3210  -21.1487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0302  -21.5546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7364  -21.1433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0333  -22.3718    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4456  -21.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4458  -22.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1543  -22.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8614  -22.3611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8557  -21.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1467  -21.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106  -22.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7389  -22.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7404  -23.5936    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
  4 20  1  0
 15 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547125

   1-[(2-Hydroxybenzoyl)amino]-3-(2-methoxyphenyl)thiourea

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: 317.37

Molecular Weight (Monoisotopic): 317.0834

AlogP: 2.03

#Rotatable Bonds: 3

Polar Surface Area: 82.62

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: ┄

CX LogP: 3.22

CX LogD: 3.14

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: -1.63

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