2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-N1-hydroxy-N8-o-tolyloctanediamide

ID: ALA4080874

PubChem CID: 137647616

Max Phase: Preclinical

Molecular Formula: C15H10F12N2O3

Molecular Weight: 494.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1NC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(=O)NO

Standard InChI:  InChI=1S/C15H10F12N2O3/c1-6-4-2-3-5-7(6)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:  DEKQOMXTDGUZBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 32  0  0  0  0  0  0  0  0999 V2000
    7.4579   -5.9350    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6725   -6.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2515   -6.1453    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.3671   -7.8417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.9626   -7.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5537   -7.8391    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.8442   -6.0175    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2569   -6.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6653   -6.0150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.7575   -7.9243    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5470   -7.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9696   -7.7124    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.4285   -6.0175    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8412   -6.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2497   -6.0150    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358   -7.8417    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314   -7.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7224   -7.8391    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7198   -7.1401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276   -6.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4276   -5.9143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3815   -7.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0892   -6.7315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3815   -7.9573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0121   -6.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171   -5.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3102   -5.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6015   -5.9134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6041   -6.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116   -7.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7969   -7.1401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3147   -7.9568    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
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4080874

   ---

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: 494.23

Molecular Weight (Monoisotopic): 494.0500

AlogP: 4.25

#Rotatable Bonds: 8

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.26

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 5.02

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: -0.73

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