N2,N2,7-Trimethyl-6-phenyl-1,8-naphthyridine-2,4-diamine

ID: ALA553158

PubChem CID: 45271704

Max Phase: Preclinical

Molecular Formula: C17H18N4

Molecular Weight: 278.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2nc(N(C)C)cc(N)c2cc1-c1ccccc1

Standard InChI:  InChI=1S/C17H18N4/c1-11-13(12-7-5-4-6-8-12)9-14-15(18)10-16(21(2)3)20-17(14)19-11/h4-10H,1-3H3,(H2,18,19,20)

Standard InChI Key:  IWMUNJFAOAANOC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    6.0841  -13.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0841  -12.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7986  -12.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7986  -14.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130  -13.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5130  -12.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2275  -12.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9420  -12.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9420  -13.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2275  -14.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2275  -14.9305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6564  -12.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3709  -12.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6564  -11.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696  -14.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696  -12.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3696  -14.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551  -15.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407  -14.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407  -14.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6551  -13.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  5  1  0
 10 11  1  0
  2  3  1  0
  8 12  1  0
  5  6  1  0
 12 13  1  0
  3  6  2  0
 12 14  1  0
  6  7  1  0
  1 15  1  0
  1  2  2  0
  2 16  1  0
  7  8  2  0
 15 17  2  0
  5  4  2  0
 17 18  1  0
  8  9  1  0
 18 19  2  0
  4  1  1  0
 19 20  1  0
  9 10  2  0
 20 21  2  0
 21 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA553158

   2-N,2-N,7-trimethyl-6-phenyl-1,8-naphthyridine-2,4-diamine

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: 278.36

Molecular Weight (Monoisotopic): 278.1531

AlogP: 3.25

#Rotatable Bonds: 2

Polar Surface Area: 55.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.61

CX LogP: 2.89

CX LogD: 2.89

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.78

Np Likeness Score: -0.70

References

1. Willemann C, Grünert R, Bednarski PJ, Troschütz R..  (2009)  Synthesis and cytotoxic activity of 5,6-heteroaromatically annulated pyridine-2,4-diamines.,  17  (13): [PMID:19481463] [10.1016/j.bmc.2009.05.016]

Source

Source(1):

• Scientific Literature