N-hydroxy-4-((((6-methoxyquinolin-2-yl)methyl)amino)methyl)benzamide

ID: ALA4092820

PubChem CID: 137655370

Max Phase: Preclinical

Molecular Formula: C19H19N3O3

Molecular Weight: 337.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc(CNCc3ccc(C(=O)NO)cc3)ccc2c1

Standard InChI:  InChI=1S/C19H19N3O3/c1-25-17-8-9-18-15(10-17)6-7-16(21-18)12-20-11-13-2-4-14(5-3-13)19(23)22-24/h2-10,20,24H,11-12H2,1H3,(H,22,23)

Standard InChI Key:  XQTBMMWDVQSZOK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   22.4920   -1.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4908   -2.7634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1989   -3.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1971   -1.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9057   -1.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9065   -2.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6150   -3.1664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3233   -2.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3185   -1.9334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6094   -1.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0326   -3.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7387   -2.7500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4480   -3.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1541   -2.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8583   -3.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5639   -2.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5612   -1.9245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8469   -1.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1442   -1.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2668   -1.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9766   -1.9171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2625   -0.6951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9808   -2.7343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7842   -1.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7840   -0.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
  1 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4092820

   ---

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: 337.38

Molecular Weight (Monoisotopic): 337.1426

AlogP: 2.65

#Rotatable Bonds: 6

Polar Surface Area: 83.48

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.07

CX Basic pKa: 7.71

CX LogP: 1.96

CX LogD: 1.68

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -1.00

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