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

ID: ALA4751082

PubChem CID: 162651817

Max Phase: Preclinical

Molecular Formula: C21H14F3N3O3

Molecular Weight: 413.36

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H14F3N3O3/c22-21(23,24)30-14-9-10-18-16(11-14)19(15-3-1-2-4-17(15)26-18)25-13-7-5-12(6-8-13)20(28)27-29/h1-11,29H,(H,25,26)(H,27,28)

Standard InChI Key:  DWYXNGVQEJZWQA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    1.7376  -18.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7376  -19.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428  -19.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4428  -17.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1481  -18.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1492  -19.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535  -19.4609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8514  -17.8265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5602  -18.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5651  -19.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2729  -19.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9805  -19.0472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9757  -18.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2633  -17.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8492  -17.0093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5558  -16.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2657  -17.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9702  -16.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9722  -15.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636  -15.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529  -15.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6804  -15.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3877  -15.7846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6813  -14.5581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3895  -14.1502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0287  -17.8317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0263  -17.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0256  -16.2687    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.6882  -16.4707    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.3643  -16.4746    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
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751082

   ---

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: 413.36

Molecular Weight (Monoisotopic): 413.0987

AlogP: 5.15

#Rotatable Bonds: 4

Polar Surface Area: 83.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.30

CX Basic pKa: 8.36

CX LogP: 4.93

CX LogD: 4.24

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.24

Np Likeness Score: -0.95

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