2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-N1-hydroxy-N8-(4-methoxyphenyl)octanediamide

ID: ALA4095542

PubChem CID: 137652670

Max Phase: Preclinical

Molecular Formula: C15H10F12N2O4

Molecular Weight: 510.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(=O)NO)cc1

Standard InChI:  InChI=1S/C15H10F12N2O4/c1-33-7-4-2-6(3-5-7)28-8(30)10(16,17)12(20,21)14(24,25)15(26,27)13(22,23)11(18,19)9(31)29-32/h2-5,32H,1H3,(H,28,30)(H,29,31)

Standard InChI Key:  FSWRFYJQOQFQCK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 33  0  0  0  0  0  0  0  0999 V2000
   31.3133  -15.5803    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.5279  -16.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1069  -15.7906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.2225  -17.4871    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.8180  -16.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4090  -17.4845    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.6995  -15.6628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.1123  -16.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5207  -15.6603    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.6129  -17.5696    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   29.4024  -16.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8249  -17.3578    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.2839  -15.6628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.6966  -16.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1050  -15.6603    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.3912  -17.4871    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   27.9867  -16.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5778  -17.4845    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.5752  -16.7854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2829  -16.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2829  -15.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2369  -16.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9446  -16.3768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2369  -17.6026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8675  -16.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8724  -15.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1656  -15.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4569  -15.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4595  -16.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1670  -16.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6523  -16.7854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7492  -15.1508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0420  -15.5603    0.0000 C   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
 32 33  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4095542

   ---

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: 510.23

Molecular Weight (Monoisotopic): 510.0449

AlogP: 3.95

#Rotatable Bonds: 9

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.26

CX Basic pKa: ┄

CX LogP: 4.41

CX LogD: 4.35

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -0.55

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