N-(8-hydroxyquinolin-5-yl)-3-{2-methyl-1H-benzo[d]imidazole-1-yl}propanamide

ID: ALA4547811

PubChem CID: 155553728

Max Phase: Preclinical

Molecular Formula: C20H18N4O2

Molecular Weight: 346.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc2ccccc2n1CCC(=O)Nc1ccc(O)c2ncccc12

Standard InChI:  InChI=1S/C20H18N4O2/c1-13-22-16-6-2-3-7-17(16)24(13)12-10-19(26)23-15-8-9-18(25)20-14(15)5-4-11-21-20/h2-9,11,25H,10,12H2,1H3,(H,23,26)

Standard InChI Key:  LKUPDFVBMOASDZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   16.6015   -9.8942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8852  -10.3022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1696   -9.8930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4615  -10.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3120  -10.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3042  -11.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0138  -11.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7280  -11.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0178   -9.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7247  -10.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4303   -9.8972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4302   -9.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7186   -8.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0160   -9.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4398  -11.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8846  -11.1235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7500   -9.8919    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6622   -9.0778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8588   -8.9073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9960  -10.2265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4459   -9.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6444   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3920  -10.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9472  -11.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7425  -11.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2687   -8.5261    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
  1  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 10  1  0
  9  5  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
  8 15  1  0
  2 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  2  0
 19 21  1  0
 20 17  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 18 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547811

   ---

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: 346.39

Molecular Weight (Monoisotopic): 346.1430

AlogP: 3.63

#Rotatable Bonds: 4

Polar Surface Area: 80.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.80

CX Basic pKa: 6.18

CX LogP: 2.61

CX LogD: 2.57

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: -1.68

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