N-(2,4-Dihydroxythiobenzoyl)-4-fluorophenylthiosemicarbazyde

ID: ALA2272370

PubChem CID: 135432244

Max Phase: Preclinical

Molecular Formula: C14H12FN3O2S2

Molecular Weight: 337.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)NNC(=S)Nc2ccc(F)cc2)c(O)c1

Standard InChI:  InChI=1S/C14H12FN3O2S2/c15-8-1-3-9(4-2-8)16-14(22)18-17-13(21)11-6-5-10(19)7-12(11)20/h1-7,19-20H,(H,17,21)(H2,16,18,22)

Standard InChI Key:  XBWHGEUMNZWJJZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    9.5942   -7.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9994   -8.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8092   -8.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2148   -7.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8046   -6.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9961   -6.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7770   -7.3749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2101   -5.9610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0320   -7.3728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4423   -8.0793    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4391   -6.6642    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.2610   -8.0861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638   -8.7972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4809   -8.8039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2494   -9.5015    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8837   -9.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4664  -10.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8685  -10.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6865  -10.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1008  -10.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6964   -9.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0902  -11.6452    0.0000 F   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
  1  7  1  0
  5  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  2  0
 12 10  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272370

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 337.40

Molecular Weight (Monoisotopic): 337.0355

AlogP: 2.40

#Rotatable Bonds: 2

Polar Surface Area: 76.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.41

CX Basic pKa: ┄

CX LogP: 4.11

CX LogD: 4.07

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.43

Np Likeness Score: -1.24

References

1. Legocki J, Matysiak J, Niewiadomy A, Kostecka M..  (2003)  Synthesis and fungistatic activity of new groups of 2,4-dihydroxythiobenzoyl derivatives against phytopathogenic fungi.,  51  (2): [PMID:12517096] [10.1021/jf0206769]

Source

Source(1):

• Scientific Literature