N-(2-(tert-butylamino)-2-oxoethyl)-N-(6-(hydroxyamino)-6-oxohexyl)benzamide

ID: ALA4068613

PubChem CID: 137632943

Max Phase: Preclinical

Molecular Formula: C19H29N3O4

Molecular Weight: 363.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)CN(CCCCCC(=O)NO)C(=O)c1ccccc1

Standard InChI:  InChI=1S/C19H29N3O4/c1-19(2,3)20-17(24)14-22(13-9-5-8-12-16(23)21-26)18(25)15-10-6-4-7-11-15/h4,6-7,10-11,26H,5,8-9,12-14H2,1-3H3,(H,20,24)(H,21,23)

Standard InChI Key:  KZYYVHBXAACCNT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 26  0  0  0  0  0  0  0  0999 V2000
   38.3240   -2.3855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7212   -3.0997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7439   -1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5069   -2.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1098   -1.6582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0870   -3.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2689   -3.0556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8491   -3.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2463   -4.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0677   -4.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4838   -3.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5610   -1.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9809   -0.9965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9582   -2.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.7980   -1.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1944   -1.7273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2160   -0.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5383   -3.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9354   -3.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7525   -3.8401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1497   -4.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9668   -4.5675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3639   -5.2816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3867   -3.8664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.9440   -5.9827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.6148   -1.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
  2 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 23 25  1  0
 15 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4068613

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 363.46

Molecular Weight (Monoisotopic): 363.2158

AlogP: 2.11

#Rotatable Bonds: 9

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: 1.29

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: -1.07

References

1. Krieger V, Hamacher A, Gertzen CGW, Senger J, Zwinderman MRH, Marek M, Romier C, Dekker FJ, Kurz T, Jung M, Gohlke H, Kassack MU, Hansen FK..  (2017)  Design, Multicomponent Synthesis, and Anticancer Activity of a Focused Histone Deacetylase (HDAC) Inhibitor Library with Peptoid-Based Cap Groups.,  60  (13): [PMID:28574690] [10.1021/acs.jmedchem.7b00197]

Source

Source(1):

• Scientific Literature