N-Hydroxy-3-(acridin-9-ylamino)benzamide

ID: ALA4753828

PubChem CID: 162653512

Max Phase: Preclinical

Molecular Formula: C20H15N3O2

Molecular Weight: 329.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1cccc(Nc2c3ccccc3nc3ccccc23)c1

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

Standard InChI Key:  IGGDIHCMNIOYJN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    0.9121  -11.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9121  -12.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174  -12.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174  -10.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227  -11.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3237  -12.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280  -12.4115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0259  -10.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348  -11.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7396  -12.0063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4475  -12.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1551  -11.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1503  -11.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4378  -10.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0238   -9.9600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7304   -9.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4402   -9.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1447   -9.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1468   -8.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4381   -8.3249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7275   -8.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4388   -7.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1468   -7.0996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7313   -7.0985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8542   -7.5087    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
 20 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753828

   ---

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: 9.14

CX Basic pKa: 8.38

CX LogP: 3.39

CX LogD: 2.75

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.30

Np Likeness Score: -0.84

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