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

ID: ALA4066515

PubChem CID: 137631704

Max Phase: Preclinical

Molecular Formula: C16H13F12N3O3

Molecular Weight: 523.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(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/C16H13F12N3O3/c1-31(2)8-5-3-7(4-6-8)29-9(32)11(17,18)13(21,22)15(25,26)16(27,28)14(23,24)12(19,20)10(33)30-34/h3-6,34H,1-2H3,(H,29,32)(H,30,33)

Standard InChI Key:  KKMDVAKOVBBMGZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 34  0  0  0  0  0  0  0  0999 V2000
    8.1843  -19.5713    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.3989  -20.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9779  -19.7817    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.0935  -21.4781    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6890  -20.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2801  -21.4755    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5705  -19.6539    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9833  -20.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3917  -19.6514    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.4839  -21.5606    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2734  -20.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6959  -21.3488    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1549  -19.6539    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5676  -20.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9760  -19.6514    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2622  -21.4781    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8577  -20.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4488  -21.4755    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462  -20.7765    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1539  -20.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1539  -19.5507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1079  -20.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8156  -20.3679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1079  -21.5937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385  -20.3679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7435  -19.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0366  -19.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279  -19.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3305  -20.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0380  -20.7760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5233  -20.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6196  -19.1421    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6186  -18.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0941  -19.5516    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
 28 32  1  0
 32 33  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4066515

   ---

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: 523.27

Molecular Weight (Monoisotopic): 523.0765

AlogP: 4.01

#Rotatable Bonds: 9

Polar Surface Area: 81.67

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: 4.52

CX LogP: 4.67

CX LogD: 4.62

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -0.75

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