4-(Aminomethyl)-8-(4-tert-butylphenyl)-1,5-naphthyridine

ID: ALA2413357

PubChem CID: 71817834

Max Phase: Preclinical

Molecular Formula: C19H21N3

Molecular Weight: 291.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(-c2ccnc3c(CN)ccnc23)cc1

Standard InChI:  InChI=1S/C19H21N3/c1-19(2,3)15-6-4-13(5-7-15)16-9-11-21-17-14(12-20)8-10-22-18(16)17/h4-11H,12,20H2,1-3H3

Standard InChI Key:  DGEAZXRBXSBNAH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   18.3646  -14.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3635  -15.5602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0783  -15.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0764  -14.3201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7918  -14.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7926  -15.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5078  -15.9669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2229  -15.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2181  -14.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5023  -14.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4973  -13.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2112  -13.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2072  -12.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4900  -11.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7754  -12.2665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7830  -13.0894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0802  -16.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3667  -17.2122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4845  -11.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1962  -10.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7674  -10.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4785  -10.1955    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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 10 11  1  0
  3 17  1  0
 17 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2413357

   [8-(4-Tert-butylphenyl)-1,5-naphthyridin-4-yl]methanamine

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: 291.40

Molecular Weight (Monoisotopic): 291.1735

AlogP: 4.05

#Rotatable Bonds: 2

Polar Surface Area: 51.80

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.13

CX LogP: 3.62

CX LogD: 1.90

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.77

Np Likeness Score: -0.52

References

1. Parhi AK, Zhang Y, Saionz KW, Pradhan P, Kaul M, Trivedi K, Pilch DS, LaVoie EJ..  (2013)  Antibacterial activity of quinoxalines, quinazolines, and 1,5-naphthyridines.,  23  (17): [PMID:23891185] [10.1016/j.bmcl.2013.06.048]

Source

Source(1):

• Scientific Literature