6-Allyl-8-(3-nitro-phenyl)-[1,7]naphthyridine

ID: ALA351500

PubChem CID: 10661230

Max Phase: Preclinical

Molecular Formula: C17H13N3O2

Molecular Weight: 291.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1cc2cccnc2c(-c2cccc([N+](=O)[O-])c2)n1

Standard InChI:  InChI=1S/C17H13N3O2/c1-2-5-14-10-12-7-4-9-18-16(12)17(19-14)13-6-3-8-15(11-13)20(21)22/h2-4,6-11H,1,5H2

Standard InChI Key:  KJLVJCFCBOJYEX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    2.8292   -1.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042    0.2083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7875   -0.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -1.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2542    0.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -2.4792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417   -0.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -1.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3000    0.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7750    1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    0.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3292    0.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2667   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167    1.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -1.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750   -1.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7417    1.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2250    0.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  2  1  0
  4  2  2  0
  5  8  1  0
  6  1  1  0
  7  4  1  0
  8  6  2  0
  9  1  1  0
 10  4  1  0
 11  1  2  0
 12  3  2  0
 13  7  2  0
 14 17  1  0
 15 14  2  0
 16 19  1  0
 17 12  1  0
 18  6  1  0
 19 18  2  0
 20  7  1  0
 21 10  2  0
 22 21  1  0
 16  5  2  0
 13 12  1  0
 22 20  2  0
M  CHG  2   1   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA351500

   6-Allyl-8-(3-nitro-phenyl)-[1,7]naphthyridine

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: 291.31

Molecular Weight (Monoisotopic): 291.1008

AlogP: 3.93

#Rotatable Bonds: 4

Polar Surface Area: 68.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.65

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.41

Np Likeness Score: -1.02

References

1. Hersperger R, Bray-French K, Mazzoni L, Müller T..  (2000)  Palladium-catalyzed cross-coupling reactions for the synthesis of 6, 8-disubstituted 1,7-naphthyridines: a novel class of potent and selective phosphodiesterase type 4D inhibitors.,  43  (4): [PMID:10691693] [10.1021/jm991094u]

Source

Source(1):

• Scientific Literature