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

ID: ALA4537115

PubChem CID: 2109385

Max Phase: Preclinical

Molecular Formula: C15H22N4O3S

Molecular Weight: 338.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NNC(=S)NCCCN1CCOCC1)c1ccccc1O

Standard InChI:  InChI=1S/C15H22N4O3S/c20-13-5-2-1-4-12(13)14(21)17-18-15(23)16-6-3-7-19-8-10-22-11-9-19/h1-2,4-5,20H,3,6-11H2,(H,17,21)(H2,16,18,23)

Standard InChI Key:  RJFBGXYHRIWCJU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   38.4024  -21.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4013  -22.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1093  -22.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8190  -22.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8162  -21.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1076  -21.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5223  -21.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2316  -21.6136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5193  -20.3905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9377  -21.2023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6470  -21.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3532  -21.1970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6501  -22.4254    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   40.5274  -22.8491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0624  -21.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7686  -21.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4778  -21.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1840  -21.1863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.8917  -21.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.5958  -21.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.5969  -20.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.8878  -19.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.1776  -20.3700    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
  4 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537115

   1-[(2-Hydroxybenzoyl)amino]-3-(3-morpholin-4-ylpropyl)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: 338.43

Molecular Weight (Monoisotopic): 338.1413

AlogP: 0.22

#Rotatable Bonds: 5

Polar Surface Area: 85.86

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: 6.82

CX LogP: 0.96

CX LogD: 1.03

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.35

Np Likeness Score: -2.00

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