N1-(4-(3-acetamidophenyl)thiazol-2-yl)-N7-(2-aminophenyl)heptanediamide

ID: ALA4548759

PubChem CID: 155549538

Max Phase: Preclinical

Molecular Formula: C24H27N5O3S

Molecular Weight: 465.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cccc(-c2csc(NC(=O)CCCCCC(=O)Nc3ccccc3N)n2)c1

Standard InChI:  InChI=1S/C24H27N5O3S/c1-16(30)26-18-9-7-8-17(14-18)21-15-33-24(28-21)29-23(32)13-4-2-3-12-22(31)27-20-11-6-5-10-19(20)25/h5-11,14-15H,2-4,12-13,25H2,1H3,(H,26,30)(H,27,31)(H,28,29,32)

Standard InChI Key:  UHRZIVFNXTZUIQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   21.7555  -23.9806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4689  -24.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1792  -23.9752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4719  -25.2119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8925  -24.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6028  -23.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3162  -24.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0265  -23.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7357  -24.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4460  -23.9592    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7388  -25.1959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0452  -24.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2939  -24.0631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7494  -24.6766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1607  -25.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9635  -25.2139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6975  -25.3839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5170  -25.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9281  -24.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5166  -23.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6939  -23.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2907  -24.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2827  -23.2587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1594  -24.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1604  -25.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8729  -25.5954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5842  -25.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5785  -24.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8654  -23.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8589  -23.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6886  -22.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2773  -21.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5099  -22.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  1 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 19 14  1  0
 21 23  1  0
 10 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 29 30  1  0
 23 31  1  0
 31 32  1  0
 31 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548759

   ---

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: 465.58

Molecular Weight (Monoisotopic): 465.1835

AlogP: 4.88

#Rotatable Bonds: 10

Polar Surface Area: 126.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.96

CX Basic pKa: 3.47

CX LogP: 3.59

CX LogD: 3.49

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: -1.54

References

1. Amin SA, Adhikari N, Kotagiri S, Jha T, Ghosh B..  (2019)  Histone deacetylase 3 inhibitors in learning and memory processes with special emphasis on benzamides.,  166  [PMID:30735902] [10.1016/j.ejmech.2019.01.077]

Source

Source(1):

• Scientific Literature