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

ID: ALA471502

Cas Number: 69083-37-0

PubChem CID: 951440

Max Phase: Preclinical

Molecular Formula: C18H13N3O2

Molecular Weight: 303.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)nc2n(-c3ccccc3)c3ccccc3cc-2c1=O

Standard InChI:  InChI=1S/C18H13N3O2/c1-20-17(22)14-11-12-7-5-6-10-15(12)21(16(14)19-18(20)23)13-8-3-2-4-9-13/h2-11H,1H3

Standard InChI Key:  MXTACMPGPLXHPG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    7.7186   -8.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4345   -8.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4317   -7.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7168   -7.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0044   -8.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0086   -7.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2985   -7.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2902   -8.7412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5758   -8.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5764   -7.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8619   -7.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1419   -7.4906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1413   -8.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8605   -8.7387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4266   -8.7316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8637   -6.2541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4290   -7.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2872   -9.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5712   -9.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5679  -10.7952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2808  -11.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9986  -10.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9984   -9.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  5  1  1  0
  2  3  1  0
  9 14  2  0
 10 11  1  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
 12 17  1  0
  7 10  2  0
  8 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
M  END

Alternative Forms

1. Parent:

   

   ALA471502

   3-methyl-10-phenylpyrimido[4,5-b]quinoline-2,4(3H,10H)-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: 303.32

Molecular Weight (Monoisotopic): 303.1008

AlogP: 2.19

#Rotatable Bonds: 1

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: 0.20

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -0.86

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