N-(8-hydroxyquinolin-5-yl)-3-[methyl(phenyl)amino]propanamide

ID: ALA4474368

PubChem CID: 155536899

Max Phase: Preclinical

Molecular Formula: C19H19N3O2

Molecular Weight: 321.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(CCC(=O)Nc1ccc(O)c2ncccc12)c1ccccc1

Standard InChI:  InChI=1S/C19H19N3O2/c1-22(14-6-3-2-4-7-14)13-11-18(24)21-16-9-10-17(23)19-15(16)8-5-12-20-19/h2-10,12,23H,11,13H2,1H3,(H,21,24)

Standard InChI Key:  STCVZOOEXOQGHB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.8324   -4.0665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1202   -4.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4087   -4.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7006   -4.4734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9891   -4.0643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9898   -3.2429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5387   -4.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5309   -5.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2364   -5.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9464   -5.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2404   -4.0681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9432   -4.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6446   -4.0696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6445   -3.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9371   -2.8531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2385   -3.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6542   -5.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1195   -5.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2816   -4.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7004   -2.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7014   -2.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9899   -1.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2759   -2.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2784   -2.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 12  1  0
 11  7  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 11  2  0
 10 17  1  0
  2 18  2  0
  5 19  1  0
  6 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474368

   ---

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: 321.38

Molecular Weight (Monoisotopic): 321.1477

AlogP: 3.41

#Rotatable Bonds: 5

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: 8.80

CX Basic pKa: 4.93

CX LogP: 3.08

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -1.38

References

1. Chen C, Yang X, Fang H, Hou X..  (2019)  Design, synthesis and preliminary bioactivity evaluations of 8-hydroxyquinoline derivatives as matrix metalloproteinase (MMP) inhibitors.,  181  [PMID:31415980] [10.1016/j.ejmech.2019.111563]

Source

Source(1):

• Scientific Literature