(E)-N-hydroxy-3-(4-(2-oxo-2-(phenyl(quinolin-2-ylmethyl)amino)ethyl)phenyl)acrylamide

ID: ALA4100551

PubChem CID: 137660283

Max Phase: Preclinical

Molecular Formula: C27H23N3O3

Molecular Weight: 437.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(CC(=O)N(Cc2ccc3ccccc3n2)c2ccccc2)cc1)NO

Standard InChI:  InChI=1S/C27H23N3O3/c31-26(29-33)17-14-20-10-12-21(13-11-20)18-27(32)30(24-7-2-1-3-8-24)19-23-16-15-22-6-4-5-9-25(22)28-23/h1-17,33H,18-19H2,(H,29,31)/b17-14+

Standard InChI Key:  SINZMDZRQPPYER-SAPNQHFASA-N

Molfile:  

     RDKit          2D

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    5.3044  -28.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4120  -27.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8240  -29.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5321  -28.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.9475  -28.9439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2387  -30.1690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6549  -29.3531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100551

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 437.50

Molecular Weight (Monoisotopic): 437.1739

AlogP: 4.53

#Rotatable Bonds: 7

Polar Surface Area: 82.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 3.52

CX LogP: 4.23

CX LogD: 4.22

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.25

Np Likeness Score: -0.89

References

1. Chen C, Hou X, Wang G, Pan W, Yang X, Zhang Y, Fang H..  (2017)  Design, synthesis and biological evaluation of quinoline derivatives as HDAC class I inhibitors.,  133  [PMID:28371677] [10.1016/j.ejmech.2017.03.064]

Source

Source(1):

• Scientific Literature