3,10-diphenylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dione

ID: ALA471512

PubChem CID: 13161703

Max Phase: Preclinical

Molecular Formula: C23H15N3O2

Molecular Weight: 365.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1nc2n(-c3ccccc3)c3ccccc3cc-2c(=O)n1-c1ccccc1

Standard InChI:  InChI=1S/C23H15N3O2/c27-22-19-15-16-9-7-8-14-20(16)25(17-10-3-1-4-11-17)21(19)24-23(28)26(22)18-12-5-2-6-13-18/h1-15H

Standard InChI Key:  QZMFJFGKPYILFG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   17.0929  -12.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0900  -12.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3750  -11.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6622  -12.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6664  -12.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9562  -11.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9479  -13.2888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2330  -12.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2337  -12.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5188  -11.6254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7987  -12.0378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7980  -12.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5175  -13.2863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0831  -13.2793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5206  -10.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9449  -14.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0854  -11.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0924  -10.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3799  -10.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6639  -10.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6647  -11.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3777  -12.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2284  -14.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2251  -15.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9384  -15.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6565  -15.3452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6563  -14.5227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  5  8  1  0
 11 16  2  0
  6  7  1  0
  8 17  1  0
  7 10  2  0
 12 18  1  0
  9  8  1  0
 18 19  2  0
  9 10  1  0
 19 20  1  0
  3  4  2  0
 20 21  2  0
  4  6  1  0
 21 22  1  0
  5  6  2  0
 22 23  2  0
 23 18  1  0
  1  2  2  0
 17 24  2  0
  5  1  1  0
 24 25  1  0
  2  3  1  0
 25 26  2  0
  9 14  2  0
 26 27  1  0
 10 11  1  0
 27 28  2  0
 28 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA471512

   3,10-Diphenylpyrimido[4,5-b]quinoline-2,4-dione

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: 365.39

Molecular Weight (Monoisotopic): 365.1164

AlogP: 3.64

#Rotatable Bonds: 2

Polar Surface Area: 56.89

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.08

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -0.64

References

1. Ali HI, Tomita K, Akaho E, Kunishima M, Kawashima Y, Yamagishi T, Ikeya H, Nagamatsu T..  (2008)  Antitumor studies -- part 2: structure-activity relationship study for flavin analogs including investigations on their in vitro antitumor assay and docking simulation into protein tyrosine kinase.,  43  (7): [PMID:18055068] [10.1016/j.ejmech.2007.10.011]

Source

Source(1):

• Scientific Literature