(E)-3-(4-((benzyl(quinolin-2-ylmethyl)amino)methyl)phenyl)-N-hydroxyacrylamide

ID: ALA4086866

PubChem CID: 137641543

Max Phase: Preclinical

Molecular Formula: C27H25N3O2

Molecular Weight: 423.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(CN(Cc2ccccc2)Cc2ccc3ccccc3n2)cc1)NO

Standard InChI:  InChI=1S/C27H25N3O2/c31-27(29-32)17-14-21-10-12-23(13-11-21)19-30(18-22-6-2-1-3-7-22)20-25-16-15-24-8-4-5-9-26(24)28-25/h1-17,32H,18-20H2,(H,29,31)/b17-14+

Standard InChI Key:  JLJGNKOSNNKSNV-SAPNQHFASA-N

Molfile:  

     RDKit          2D

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   25.3758   -6.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.4999   -7.1863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2082   -6.7755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.5671   -5.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2769   -5.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5628   -4.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2812   -6.7469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6170   -7.5858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3214   -8.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3134   -8.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0169   -9.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7289   -8.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7329   -8.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0288   -7.5962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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 20 21  2  0
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 22 23  1  0
 22 24  2  0
 23 25  1  0
 12 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086866

   ---

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: 423.52

Molecular Weight (Monoisotopic): 423.1947

AlogP: 4.96

#Rotatable Bonds: 8

Polar Surface Area: 65.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 7.73

CX LogP: 4.83

CX LogD: 4.45

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: -0.62

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