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

ID: ALA511479

Cas Number: 59997-16-9

PubChem CID: 322150

Max Phase: Preclinical

Molecular Formula: C16H17N3O2

Molecular Weight: 283.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c2nc(=O)n(C)c(=O)c-2cc2ccccc21

Standard InChI:  InChI=1S/C16H17N3O2/c1-3-4-9-19-13-8-6-5-7-11(13)10-12-14(19)17-16(21)18(2)15(12)20/h5-8,10H,3-4,9H2,1-2H3

Standard InChI Key:  WZHOKCUFDKOZGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.7624   -8.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0463   -8.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0492   -7.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642   -7.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4768   -8.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4726   -7.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1828   -7.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1911   -8.8809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9058   -8.4615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9052   -7.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6199   -7.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3400   -7.6300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3406   -8.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6213   -8.8784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0555   -8.8713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6181   -6.3931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0531   -7.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1941   -9.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4815  -10.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7659   -9.7107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0534  -10.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 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  1  0
  9 10  1  0
 19 20  1  0
  3  4  2  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA511479

   10-butyl-3-methylpyrimido[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: 283.33

Molecular Weight (Monoisotopic): 283.1321

AlogP: 2.00

#Rotatable Bonds: 3

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: 1.35

CX LogP: 2.18

CX LogD: 2.18

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -0.92

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