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

ID: ALA504942

Cas Number: 59997-19-2

PubChem CID: 322153

Max Phase: Preclinical

Molecular Formula: C15H15N3O2

Molecular Weight: 269.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1c2nc(=O)[nH]c(=O)c-2cc2ccccc21

Standard InChI:  InChI=1S/C15H15N3O2/c1-2-3-8-18-12-7-5-4-6-10(12)9-11-13(18)16-15(20)17-14(11)19/h4-7,9H,2-3,8H2,1H3,(H,17,19,20)

Standard InChI Key:  RBQQKCAJWKVRDN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -0.5041    0.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2119    1.0183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2090    1.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5058    2.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185    1.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2143    1.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9243    2.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9326    0.6057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6472    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6465    1.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3612    2.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0811    1.8563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0818    1.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3625    0.6082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7965    0.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3594    3.0930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9356   -0.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5076   -0.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2049   -0.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 12 13  1  0
 13 14  1  0
 13 15  2  0
  5  8  1  0
 11 16  2  0
  6  7  1  0
  8 17  1  0
  7 10  2  0
 17 18  1  0
  9  8  1  0
 18 19  1  0
  9 10  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA504942

   10-butylpyrimido[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: 269.30

Molecular Weight (Monoisotopic): 269.1164

AlogP: 1.99

#Rotatable Bonds: 3

Polar Surface Area: 67.75

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.30

CX Basic pKa: 1.37

CX LogP: 1.96

CX LogD: 0.88

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: -0.97

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