(E)-N-((4-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzyl)oxy)quinoline-2-carboxamide

ID: ALA4459795

PubChem CID: 155527385

Max Phase: Preclinical

Molecular Formula: C20H17N3O4

Molecular Weight: 363.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(CONC(=O)c2ccc3ccccc3n2)cc1)NO

Standard InChI:  InChI=1S/C20H17N3O4/c24-19(22-26)12-9-14-5-7-15(8-6-14)13-27-23-20(25)18-11-10-16-3-1-2-4-17(16)21-18/h1-12,26H,13H2,(H,22,24)(H,23,25)/b12-9+

Standard InChI Key:  SCYAVNQVZVEEPH-FMIVXFBMSA-N

Molfile:  

 
     RDKit          2D

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   35.7021   -7.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4143   -7.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1239   -7.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1211   -6.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4125   -6.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9899   -7.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2784   -7.4921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8314   -6.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5448   -6.6606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2551   -6.2494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9684   -6.6553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2520   -5.4281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6787   -6.2440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5663   -7.9043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8548   -7.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1426   -7.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8554   -6.6697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4345   -7.4890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4383   -9.1317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1470   -8.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7259   -8.7227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7293   -7.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0220   -7.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3107   -7.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3112   -8.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0192   -9.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4459795

   ---

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: 363.37

Molecular Weight (Monoisotopic): 363.1219

AlogP: 2.62

#Rotatable Bonds: 6

Polar Surface Area: 100.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: 1.09

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.36

Np Likeness Score: -0.64

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