10-butyl-2-phenylpyrimido[4,5-b]quinolin-4(10H)-one

ID: ALA471513

PubChem CID: 44562452

Max Phase: Preclinical

Molecular Formula: C21H19N3O

Molecular Weight: 329.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c2nc(-c3ccccc3)nc(=O)c-2cc2ccccc21

Standard InChI:  InChI=1S/C21H19N3O/c1-2-3-13-24-18-12-8-7-11-16(18)14-17-20(24)22-19(23-21(17)25)15-9-5-4-6-10-15/h4-12,14H,2-3,13H2,1H3

Standard InChI Key:  SLHAWWDAJKTLSZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   12.4111    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1270    1.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1241    1.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4093    2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6967    1.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7009    1.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9909    2.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9826    0.6193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2679    1.0386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2686    1.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5538    2.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8339    1.8700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8332    1.0397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5525    0.6218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5556    3.1067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9796   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1190    0.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4052    1.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6907    0.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6888   -0.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4073   -0.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1189   -0.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6924   -0.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4081   -0.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1209   -0.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  9 10  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  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
 17 18  2  0
 12 13  2  0
 18 19  1  0
 13 14  1  0
 19 20  2  0
  5  8  1  0
 20 21  1  0
 11 15  2  0
 21 22  2  0
 22 17  1  0
 13 17  1  0
  6  7  1  0
 16 23  1  0
  8 16  1  0
 23 24  1  0
  7 10  2  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA471513

   10-Butyl-2-phenylpyrimido[4,5-b]quinolin-4-one

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: 329.40

Molecular Weight (Monoisotopic): 329.1528

AlogP: 4.36

#Rotatable Bonds: 4

Polar Surface Area: 47.78

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.42

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.52

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