N-Hydroxy-4-(5,6,7,8-tetrahydroacridin-9-ylamino)benzamide

ID: ALA4799871

PubChem CID: 162677045

Max Phase: Preclinical

Molecular Formula: C20H19N3O2

Molecular Weight: 333.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(Nc2c3c(nc4ccccc24)CCCC3)cc1

Standard InChI:  InChI=1S/C20H19N3O2/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/h1,3,5,7,9-12,25H,2,4,6,8H2,(H,21,22)(H,23,24)

Standard InChI Key:  CZOYPJGGAMPDBF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    9.1913  -24.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1913  -25.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8966  -25.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8966  -23.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6019  -24.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6029  -25.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3073  -25.5279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3052  -23.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3030  -23.0763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0096  -22.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7195  -23.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4240  -22.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4260  -21.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7174  -21.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0067  -21.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1342  -21.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8414  -21.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1351  -20.6251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8432  -20.2173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0098  -24.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0188  -25.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7310  -25.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4387  -25.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4297  -24.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7129  -23.8801    0.0000 C   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 21  2  0
 20  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 15  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 13 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4799871

   ---

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: 333.39

Molecular Weight (Monoisotopic): 333.1477

AlogP: 3.98

#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: 9.27

CX Basic pKa: 8.05

CX LogP: 3.50

CX LogD: 3.01

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.50

Np Likeness Score: -0.98

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