N1-(2-chlorophenyl)-2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-N8-hydroxyoctanediamide

ID: ALA4104197

PubChem CID: 137657892

Max Phase: Preclinical

Molecular Formula: C14H7ClF12N2O3

Molecular Weight: 514.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(=O)Nc1ccccc1Cl

Standard InChI:  InChI=1S/C14H7ClF12N2O3/c15-5-3-1-2-4-6(5)28-7(30)9(16,17)11(20,21)13(24,25)14(26,27)12(22,23)10(18,19)8(31)29-32/h1-4,32H,(H,28,30)(H,29,31)

Standard InChI Key:  XESPWBKPCITCAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
    7.2185  -10.2190    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4331  -11.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0121  -10.4294    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.1277  -12.1258    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.7233  -11.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3143  -12.1232    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6048  -10.3016    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0175  -11.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4259  -10.2991    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5181  -12.2083    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3076  -11.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7302  -11.9965    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1891  -10.3016    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019  -11.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103  -10.2991    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2964  -12.1258    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.8920  -11.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830  -12.1232    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4805  -11.4242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1882  -11.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1882  -10.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1421  -11.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8498  -11.0156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1421  -12.2414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7728  -11.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7777  -10.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0708   -9.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3621  -10.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3647  -11.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0722  -11.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5575  -11.4242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0754  -12.2409    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  8  7  1  0
  9  8  1  0
 11 10  1  0
 12 11  1  0
 14 13  1  0
 15 14  1  0
 17 16  1  0
 18 17  1  0
 19 20  1  0
 20 17  1  0
 20 21  2  0
 17 14  1  0
 14 11  1  0
 11  8  1  0
  8  5  1  0
  5  2  1  0
  2 22  1  0
 22 23  1  0
 22 24  2  0
 19 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 23 31  1  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4104197

   ---

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: 514.65

Molecular Weight (Monoisotopic): 513.9954

AlogP: 4.60

#Rotatable Bonds: 8

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.26

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.11

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: -0.80

References

1. Meyners C, Wolff B, Kleinschek A, Krämer A, Meyer-Almes FJ..  (2017)  Perfluorinated hydroxamic acids are potent and selective inhibitors of HDAC-like enzymes from Pseudomonas aeruginosa.,  27  (7): [PMID:28259626] [10.1016/j.bmcl.2017.02.050]

Source

Source(1):

• Scientific Literature