4-(1-(4-Methoxyphenyl)benzo[f][1,7]naphthyridin-3-yl)-N,Ndimethylaniline

ID: ALA4083488

PubChem CID: 132849961

Max Phase: Preclinical

Molecular Formula: C27H23N3O

Molecular Weight: 405.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(-c3ccc(N(C)C)cc3)nc3cnc4ccccc4c23)cc1

Standard InChI:  InChI=1S/C27H23N3O/c1-30(2)20-12-8-19(9-13-20)25-16-23(18-10-14-21(31-3)15-11-18)27-22-6-4-5-7-24(22)28-17-26(27)29-25/h4-17H,1-3H3

Standard InChI Key:  PNVMOKOMEKMMHR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   33.7511  -21.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7499  -22.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4580  -22.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4562  -21.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1648  -21.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1655  -22.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8741  -22.6716    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.5823  -22.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8685  -21.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5742  -21.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2731  -21.0273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2675  -20.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5572  -19.8153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8612  -20.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1528  -19.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1458  -19.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4349  -18.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7304  -19.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7413  -19.8469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4528  -20.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9683  -19.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6798  -20.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3835  -19.7918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3768  -18.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6606  -18.5715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9598  -18.9879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0180  -18.6251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0087  -17.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0803  -18.5581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7921  -18.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0721  -17.7409    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 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
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 14 15  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 12 21  1  0
 18 27  1  0
 27 28  1  0
 24 29  1  0
 29 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4083488

   ---

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: 405.50

Molecular Weight (Monoisotopic): 405.1841

AlogP: 6.19

#Rotatable Bonds: 4

Polar Surface Area: 38.25

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.87

CX LogP: 5.92

CX LogD: 5.92

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: -0.76

References

1. Arepalli SK, Park B, Lee K, Jo H, Jun KY, Kwon Y, Kang JS, Jung JK, Lee H..  (2017)  Design, synthesis and biological evaluation of 1,3-diphenylbenzo[f][1,7]naphthyrdines.,  25  (20): [PMID:28870801] [10.1016/j.bmc.2017.08.030]

Source

Source(1):

• Scientific Literature