(E)-4-butoxy-N-((4-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzyl)oxy)benzamide

ID: ALA4521485

PubChem CID: 155542624

Max Phase: Preclinical

Molecular Formula: C21H24N2O5

Molecular Weight: 384.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCOc1ccc(C(=O)NOCc2ccc(/C=C/C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C21H24N2O5/c1-2-3-14-27-19-11-9-18(10-12-19)21(25)23-28-15-17-6-4-16(5-7-17)8-13-20(24)22-26/h4-13,26H,2-3,14-15H2,1H3,(H,22,24)(H,23,25)/b13-8+

Standard InChI Key:  IGDLRVINDZVIJS-MDWZMJQESA-N

Molfile:  

 
     RDKit          2D

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    9.5726  -15.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2807  -15.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9903  -15.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9875  -14.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2789  -13.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8646  -15.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1572  -15.2018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6936  -13.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4029  -14.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1091  -13.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8183  -14.3691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1060  -13.1460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5245  -13.9578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4492  -15.6098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7418  -15.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0337  -15.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7424  -14.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3298  -15.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6223  -15.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6212  -16.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3335  -16.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0382  -16.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9137  -16.8331    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2058  -16.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4983  -16.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7904  -16.4256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0881  -16.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  9 10  2  0
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  8 15  1  0
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 22 23  2  0
 23 17  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521485

   ---

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: 384.43

Molecular Weight (Monoisotopic): 384.1685

AlogP: 3.25

#Rotatable Bonds: 10

Polar Surface Area: 96.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.25

Np Likeness Score: -0.55

References

1. Pflieger M, Hamacher A, Öz T, Horstick-Muche N, Boesen B, Schrenk C, Kassack MU, Kurz T..  (2019)  Novel α,β-unsaturated hydroxamic acid derivatives overcome cisplatin resistance.,  27  (19): [PMID:31431326] [10.1016/j.bmc.2019.07.052]

Source

Source(1):

• Scientific Literature