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

ID: ALA471503

PubChem CID: 12433600

Max Phase: Preclinical

Molecular Formula: C18H13N3O2

Molecular Weight: 303.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c2nc(=O)n(-c3ccccc3)c(=O)c-2cc2ccccc21

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

Standard InChI Key:  PISWGBLVFPHOCG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -0.2627  -14.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4535  -13.5967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4506  -12.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2645  -12.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9772  -13.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9730  -12.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6834  -12.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6917  -14.0093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4064  -13.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4058  -12.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1206  -12.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8408  -12.7583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8414  -13.5888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1220  -14.0069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5565  -13.9998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188  -11.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5541  -12.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6946  -14.8340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5513  -11.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2637  -11.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9740  -11.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9748  -12.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659  -12.7580    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
 17 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 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA471503

   10-Methyl-3-phenylpyrimido[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: 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: 0.55

CX LogP: 2.52

CX LogD: 2.52

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.51

Np Likeness Score: -0.77

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