3,7-dimethyl-10-phenylpyrimido[4,5-b]quinoline-2,4(3H,10H)-dione

ID: ALA503817

PubChem CID: 12668830

Max Phase: Preclinical

Molecular Formula: C19H15N3O2

Molecular Weight: 317.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)cc1c(=O)n(C)c(=O)nc-1n2-c1ccccc1

Standard InChI:  InChI=1S/C19H15N3O2/c1-12-8-9-16-13(10-12)11-15-17(20-19(24)21(2)18(15)23)22(16)14-6-4-3-5-7-14/h3-11H,1-2H3

Standard InChI Key:  DTIGSBAAKFKVDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   15.8654   -8.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5815   -8.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5786   -7.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8636   -6.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1510   -8.0850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1552   -7.2581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4450   -6.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4367   -8.4972    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7221   -8.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7227   -7.2476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0081   -6.8342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2880   -7.2464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2874   -8.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0067   -8.4948    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5725   -8.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0099   -6.0097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2910   -6.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4337   -9.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7175   -9.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7142  -10.5517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4273  -10.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1452  -10.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1450   -9.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5749   -6.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  3 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
  1  2  2  0
 12 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA503817

   3,7-Dimethyl-10-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: 317.35

Molecular Weight (Monoisotopic): 317.1164

AlogP: 2.50

#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: 0.65

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: -1.01

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