2-hydroxy-N-(4-(4-(3-(hydroxyamino)-3-oxoprop-1-enyl)-2-methoxyphenoxy)butyl)benzamide

ID: ALA4543731

PubChem CID: 155552399

Max Phase: Preclinical

Molecular Formula: C21H24N2O6

Molecular Weight: 400.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)NO)ccc1OCCCCNC(=O)c1ccccc1O

Standard InChI:  InChI=1S/C21H24N2O6/c1-28-19-14-15(9-11-20(25)23-27)8-10-18(19)29-13-5-4-12-22-21(26)16-6-2-3-7-17(16)24/h2-3,6-11,14,24,27H,4-5,12-13H2,1H3,(H,22,26)(H,23,25)/b11-9+

Standard InChI Key:  YPCZEOCJBRBCLX-PKNBQFBNSA-N

Molfile:  

 
     RDKit          2D

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   35.0335   -3.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7415   -3.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4512   -3.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4484   -2.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7397   -2.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3255   -3.8896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3268   -2.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3266   -1.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1545   -2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8638   -2.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5699   -2.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2792   -2.6478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5669   -1.4246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9853   -2.2365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6181   -3.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9100   -3.8885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2026   -3.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4946   -3.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7872   -3.4782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0792   -3.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3718   -3.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0786   -4.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3777   -2.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6711   -2.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9621   -2.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9641   -3.4812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6712   -3.8866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6747   -4.7038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  3  4  2  0
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  8  9  1  0
  5 10  1  0
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  7 16  1  0
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 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 22  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4543731

   ---

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: 400.43

Molecular Weight (Monoisotopic): 400.1634

AlogP: 2.51

#Rotatable Bonds: 10

Polar Surface Area: 117.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.18

CX Basic pKa: ┄

CX LogP: 2.81

CX LogD: 2.74

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.21

Np Likeness Score: -0.32

References

1. Sangwan R, Rajan R, Mandal PK..  (2018)  HDAC as onco target: Reviewing the synthetic approaches with SAR study of their inhibitors.,  158  [PMID:30245394] [10.1016/j.ejmech.2018.08.073]

Source

Source(1):

• Scientific Literature