N-Hydroxy-4-(2-fluoroacridin-9-ylamino)benzamide

ID: ALA4757035

PubChem CID: 162656473

Max Phase: Preclinical

Molecular Formula: C20H14FN3O2

Molecular Weight: 347.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(Nc2c3ccccc3nc3ccc(F)cc23)cc1

Standard InChI:  InChI=1S/C20H14FN3O2/c21-13-7-10-18-16(11-13)19(15-3-1-2-4-17(15)23-18)22-14-8-5-12(6-9-14)20(25)24-26/h1-11,26H,(H,22,23)(H,24,25)

Standard InChI Key:  FNXJKKUKSKUSPD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    8.4154  -11.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4154  -11.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1207  -12.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1207  -10.7473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8260  -11.1600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8270  -11.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5313  -12.3827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5293  -10.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2381  -11.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2429  -11.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9508  -12.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6584  -11.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6536  -11.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9411  -10.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5271   -9.9311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2337   -9.5206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9435   -9.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6480   -9.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6501   -8.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9414   -8.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2308   -8.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3583   -8.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0655   -8.7064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3592   -7.4799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0673   -7.0720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7078  -10.7516    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  4  1  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  2  0
  9  8  2  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  2  0
 16 21  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
  1 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4757035

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 347.35

Molecular Weight (Monoisotopic): 347.1070

AlogP: 4.39

#Rotatable Bonds: 3

Polar Surface Area: 74.25

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.25

CX Basic pKa: 7.58

CX LogP: 3.77

CX LogD: 3.54

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.29

Np Likeness Score: -1.14

References

1. Tseng HJ,Lin MH,Shiao YJ,Yang YC,Chu JC,Chen CY,Chen YY,Lin TE,Su CJ,Pan SL,Chen LC,Wang CY,Hsu KC,Huang WJ.  (2020)  Synthesis and biological evaluation of acridine-based histone deacetylase inhibitors as multitarget agents against Alzheimer's disease.,  192  [PMID:32151835] [10.1016/j.ejmech.2020.112193]

Source

Source(1):

• Scientific Literature