N-Hydroxy-4-(acridin-9-ylamino)benzamide

ID: ALA4762873

PubChem CID: 162660161

Max Phase: Preclinical

Molecular Formula: C20H15N3O2

Molecular Weight: 329.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(Nc2c3ccccc3nc3ccccc23)cc1

Standard InChI:  InChI=1S/C20H15N3O2/c24-20(23-25)13-9-11-14(12-10-13)21-19-15-5-1-3-7-17(15)22-18-8-4-2-6-16(18)19/h1-12,25H,(H,21,22)(H,23,24)

Standard InChI Key:  HYCPLKOVNZFNAS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    0.6150   -4.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6150   -5.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202   -6.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3202   -4.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0255   -4.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266   -5.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7309   -6.0432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7288   -4.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4376   -4.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -5.6379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1503   -6.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8579   -5.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8531   -4.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1407   -4.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7266   -3.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332   -3.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1431   -3.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8476   -3.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8496   -2.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1410   -1.9565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4303   -2.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5578   -1.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2650   -2.3670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5587   -1.1404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2669   -0.7326    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4762873

   ---

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: 329.36

Molecular Weight (Monoisotopic): 329.1164

AlogP: 4.25

#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: 9.31

CX Basic pKa: 8.42

CX LogP: 3.48

CX LogD: 2.76

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.30

Np Likeness Score: -0.73

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