(E)-3-(4-(((3-(3,5-dimethylphenyl)ureido)oxy)methyl)phenyl)-N-hydroxyacrylamide

ID: ALA4526883

PubChem CID: 155544609

Max Phase: Preclinical

Molecular Formula: C19H21N3O4

Molecular Weight: 355.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)cc(NC(=O)NOCc2ccc(/C=C/C(=O)NO)cc2)c1

Standard InChI:  InChI=1S/C19H21N3O4/c1-13-9-14(2)11-17(10-13)20-19(24)22-26-12-16-5-3-15(4-6-16)7-8-18(23)21-25/h3-11,25H,12H2,1-2H3,(H,21,23)(H2,20,22,24)/b8-7+

Standard InChI Key:  RJLPOQHLZYYJSS-BQYQJAHWSA-N

Molfile:  

 
     RDKit          2D

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    8.2241  -14.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2230  -14.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9310  -15.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6407  -14.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6379  -14.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9293  -13.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5150  -15.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8076  -14.8427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3440  -13.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0533  -14.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7595  -13.6041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4687  -14.0100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7564  -12.7869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1749  -13.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0996  -15.2507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922  -14.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6841  -15.2496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928  -14.0244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9768  -14.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9824  -14.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2758  -13.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5668  -14.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688  -14.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759  -15.2511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622  -15.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2769  -12.7990    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  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 23 25  1  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4526883

   ---

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: 355.39

Molecular Weight (Monoisotopic): 355.1532

AlogP: 3.08

#Rotatable Bonds: 6

Polar Surface Area: 99.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.72

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: -0.78

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