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

ID: ALA4593729

PubChem CID: 155569484

Max Phase: Preclinical

Molecular Formula: C22H25N5O2S

Molecular Weight: 423.54

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H25N5O2S/c23-16-8-6-7-15(13-16)19-14-30-22(26-19)27-21(29)12-3-1-2-11-20(28)25-18-10-5-4-9-17(18)24/h4-10,13-14H,1-3,11-12,23-24H2,(H,25,28)(H,26,27,29)

Standard InChI Key:  XGQUMWJYGRJITL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   21.5821  -17.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2955  -17.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0058  -17.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2986  -18.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7192  -17.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4295  -17.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1428  -17.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8531  -17.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5624  -17.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2727  -17.4341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5655  -18.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8719  -17.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1206  -17.5380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5761  -18.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9873  -18.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7901  -18.6846    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.5242  -18.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3437  -18.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7547  -18.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3432  -17.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5206  -17.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1173  -18.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1093  -16.7336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9860  -17.8400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9871  -18.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6996  -19.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4109  -18.6548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4051  -17.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6920  -17.4271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6856  -16.6058    0.0000 N   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
M  END

Alternative Forms

1. Parent:

   

   ALA4593729

   ---

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: 423.54

Molecular Weight (Monoisotopic): 423.1729

AlogP: 4.50

#Rotatable Bonds: 9

Polar Surface Area: 123.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.96

CX Basic pKa: 3.81

CX LogP: 3.52

CX LogD: 3.42

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.30

Np Likeness Score: -1.39

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