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

ID: ALA4524762

PubChem CID: 8000979

Max Phase: Preclinical

Molecular Formula: C15H15N3O3S

Molecular Weight: 317.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=S)NNC(=O)c2ccccc2O)cc1

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

Standard InChI Key:  WAZBHMZCDOETDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.4269  -21.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4257  -22.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1338  -22.7024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8434  -22.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8406  -21.4703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1320  -21.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5468  -21.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2560  -21.4650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5437  -20.2419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9622  -21.0537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6714  -21.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3776  -21.0484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6745  -22.2769    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.0868  -21.4543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0871  -22.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7955  -22.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5026  -22.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4969  -21.4447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7879  -21.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5518  -22.7005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2124  -22.6711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2165  -23.4883    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
 17 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524762

   1-[(2-Hydroxybenzoyl)amino]-3-(4-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: -1.62

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