N-Hydroxy-4-(quinolin-4-ylamino)benzamide

ID: ALA4752558

PubChem CID: 162652776

Max Phase: Preclinical

Molecular Formula: C16H13N3O2

Molecular Weight: 279.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(Nc2ccnc3ccccc23)cc1

Standard InChI:  InChI=1S/C16H13N3O2/c20-16(19-21)11-5-7-12(8-6-11)18-15-9-10-17-14-4-2-1-3-13(14)15/h1-10,21H,(H,17,18)(H,19,20)

Standard InChI Key:  CRQRFXAGXWHWTJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   16.5172  -24.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5172  -24.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2224  -25.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2224  -23.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9277  -24.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9288  -24.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6331  -25.3752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6310  -23.7408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6288  -22.9236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3354  -22.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0453  -22.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7498  -22.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7518  -21.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0432  -21.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3325  -21.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4600  -21.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1673  -21.6989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4609  -20.4724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1691  -20.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3357  -24.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3447  -24.9699    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
M  END

Alternative Forms

1. Parent:

   

   ALA4752558

   ---

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: 279.30

Molecular Weight (Monoisotopic): 279.1008

AlogP: 3.10

#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: 9.24

CX Basic pKa: 7.29

CX LogP: 2.32

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: -1.04

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