N-(2,4-Dihydroxythiobenzoyl)-3-chlorophenylthiosemicarbazide

ID: ALA2272371

PubChem CID: 135509435

Max Phase: Preclinical

Molecular Formula: C14H12ClN3O2S2

Molecular Weight: 353.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)NNC(=S)Nc2cccc(Cl)c2)c(O)c1

Standard InChI:  InChI=1S/C14H12ClN3O2S2/c15-8-2-1-3-9(6-8)16-14(22)18-17-13(21)11-5-4-10(19)7-12(11)20/h1-7,19-20H,(H,17,21)(H2,16,18,22)

Standard InChI Key:  KVTBKDAVZTYVFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   18.0426   -7.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4478   -8.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2576   -8.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6632   -7.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2530   -6.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4445   -6.8599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2254   -7.5606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6586   -6.1467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4804   -7.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8907   -8.2651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8875   -6.8499    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7095   -8.2718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1122   -8.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9294   -8.9896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6978   -9.6872    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.3321   -9.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9149  -10.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3169  -11.1132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1350  -11.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5493  -10.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1448   -9.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3665  -10.4149    0.0000 Cl  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
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272371

   ---

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: 353.86

Molecular Weight (Monoisotopic): 353.0059

AlogP: 2.92

#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: 4.57

CX LogD: 4.53

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.42

Np Likeness Score: -1.28

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