N-(2,4-Dihydroxythiobenzoyl)-9-fluorenohydrazone

ID: ALA2272369

PubChem CID: 135501657

Max Phase: Preclinical

Molecular Formula: C20H14N2O2S

Molecular Weight: 346.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)NN=C2c3ccccc3-c3ccccc32)c(O)c1

Standard InChI:  InChI=1S/C20H14N2O2S/c23-12-9-10-17(18(24)11-12)20(25)22-21-19-15-7-3-1-5-13(15)14-6-2-4-8-16(14)19/h1-11,23-24H,(H,22,25)

Standard InChI Key:  IMDJWQSLQDUQAM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    1.5832   -7.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9884   -8.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -8.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2038   -7.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7936   -7.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9852   -7.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7660   -7.9321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1992   -6.5182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0210   -7.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4313   -8.6365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4281   -7.2214    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2501   -8.6433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5737   -9.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7372  -10.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2256   -9.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5041  -10.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2932  -10.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093  -11.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5289  -11.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3108   -9.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4072  -10.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0943  -10.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6856  -10.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5854   -9.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8981   -8.9972    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
  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  2  0
 13 15  1  0
 14 21  1  0
 20 13  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
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272369

   ---

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: 346.41

Molecular Weight (Monoisotopic): 346.0776

AlogP: 3.80

#Rotatable Bonds: 2

Polar Surface Area: 64.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.40

CX Basic pKa: 1.89

CX LogP: 5.32

CX LogD: 5.28

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -0.38

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