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

ID: ALA4462881

PubChem CID: 155529646

Max Phase: Preclinical

Molecular Formula: C17H16N2O4

Molecular Weight: 312.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(CONC(=O)c2ccccc2)cc1)NO

Standard InChI:  InChI=1S/C17H16N2O4/c20-16(18-22)11-10-13-6-8-14(9-7-13)12-23-19-17(21)15-4-2-1-3-5-15/h1-11,22H,12H2,(H,18,20)(H,19,21)/b11-10+

Standard InChI Key:  XUDGFSLSTQTBEB-ZHACJKMWSA-N

Molfile:  

 
     RDKit          2D

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    7.1304   -2.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1293   -3.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8373   -4.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5470   -3.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5442   -2.9432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8355   -2.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4213   -4.1744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7139   -3.7652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2503   -2.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9596   -2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6657   -2.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3750   -2.9325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6627   -1.7094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0811   -2.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0058   -4.1733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2985   -3.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5904   -4.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2991   -2.9469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8865   -3.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1790   -4.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -4.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902   -5.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5949   -4.9868    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
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
  8 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4462881

   ---

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: 312.33

Molecular Weight (Monoisotopic): 312.1110

AlogP: 2.07

#Rotatable Bonds: 6

Polar Surface Area: 87.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 2.28

CX LogD: 2.27

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: -0.47

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