tert-butyl 3-(2-(7-(hydroxyamino)-7-oxoheptanamido)thiazol-4-yl)phenylcarbamate

ID: ALA4550526

PubChem CID: 155554844

Max Phase: Preclinical

Molecular Formula: C21H28N4O5S

Molecular Weight: 448.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)Nc1cccc(-c2csc(NC(=O)CCCCCC(=O)NO)n2)c1

Standard InChI:  InChI=1S/C21H28N4O5S/c1-21(2,3)30-20(28)22-15-9-7-8-14(12-15)16-13-31-19(23-16)24-17(26)10-5-4-6-11-18(27)25-29/h7-9,12-13,29H,4-6,10-11H2,1-3H3,(H,22,28)(H,25,27)(H,23,24,26)

Standard InChI Key:  FXKMDFMOXSKKIB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.9553  -18.3098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6645  -18.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3707  -18.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6676  -19.5329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0799  -18.7104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7861  -18.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4953  -18.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2015  -18.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9107  -18.6997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6169  -18.2884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9138  -19.5169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3261  -18.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491  -18.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5019  -18.3923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9574  -19.0017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3687  -19.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1673  -19.5349    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9179  -19.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7333  -19.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1402  -19.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328  -18.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143  -18.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5111  -19.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5031  -17.5920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9090  -16.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4977  -16.1766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7262  -16.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036  -15.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7208  -15.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4924  -14.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3059  -14.7548    0.0000 C   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
 10 12  1  0
  1 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 20 15  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550526

   ---

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: 448.55

Molecular Weight (Monoisotopic): 448.1780

AlogP: 4.55

#Rotatable Bonds: 9

Polar Surface Area: 129.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.92

CX Basic pKa: ┄

CX LogP: 3.85

CX LogD: 3.73

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.25

Np Likeness Score: -1.46

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