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

ID: ALA4093113

PubChem CID: 137656303

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)Nc1cccc(Cl)c1

Standard InChI:  InChI=1S/C14H7ClF12N2O3/c15-5-2-1-3-6(4-5)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:  BLMJAZGWDUDKEO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
   28.6925   -6.0918    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.9071   -6.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4861   -6.3021    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.6017   -7.9986    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.1972   -7.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7883   -7.9960    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.0787   -6.1743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.4915   -6.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8999   -6.1718    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.9921   -8.0811    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.7816   -7.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2041   -7.8693    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.6631   -6.1743    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.0758   -6.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4842   -6.1718    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.7704   -7.9986    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.3659   -7.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9570   -7.9960    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.9544   -7.2969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6621   -6.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6621   -6.0712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6161   -7.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3238   -6.8883    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6161   -8.1141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2467   -6.8883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2517   -6.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5448   -5.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8361   -6.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8387   -6.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5462   -7.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0315   -7.2969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1325   -7.3027    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
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4093113

   ---

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: -0.84

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