1-(3-bromophenylsulfonyl)-5,7-dimethoxy-2-(4-methoxyphenyl)quinolin-4(1H)-one

ID: ALA4217108

PubChem CID: 145971668

Max Phase: Preclinical

Molecular Formula: C24H20BrNO6S

Molecular Weight: 530.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(=O)c3c(OC)cc(OC)cc3n2S(=O)(=O)c2cccc(Br)c2)cc1

Standard InChI:  InChI=1S/C24H20BrNO6S/c1-30-17-9-7-15(8-10-17)20-14-22(27)24-21(12-18(31-2)13-23(24)32-3)26(20)33(28,29)19-6-4-5-16(25)11-19/h4-14H,1-3H3

Standard InChI Key:  JLOXUAKLSAJIKV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 36  0  0  0  0  0  0  0  0999 V2000
   43.0635  -10.1158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6590  -10.8257    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.4760  -10.8211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5486  -12.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5475  -12.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2555  -13.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2537  -11.6550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9623  -12.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9657  -12.8809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6741  -13.2861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3838  -12.8751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3804  -12.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6674  -11.6448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6764  -14.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0856  -11.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7948  -12.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5008  -11.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.4987  -10.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7848  -10.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0817  -10.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.2046  -10.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   46.9141  -10.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8408  -11.6554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2560  -14.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5486  -14.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1332  -12.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9530  -10.4229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9510   -9.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2419   -9.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5354   -9.6142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5426  -10.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2522  -10.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2378   -8.3844    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 10 14  2  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 12 15  1  0
 18 21  1  0
 21 22  1  0
  4 23  1  0
  6 24  1  0
 24 25  1  0
 23 26  1  0
 13  2  1  0
  2 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 29 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4217108

   ---

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: 530.40

Molecular Weight (Monoisotopic): 529.0195

AlogP: 4.69

#Rotatable Bonds: 6

Polar Surface Area: 83.83

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -0.52

References

1. Ling T, Lang W, Feng X, Das S, Maier J, Jeffries C, Shelat A, Rivas F..  (2018)  Novel vitexin-inspired scaffold against leukemia.,  146  [PMID:29407975] [10.1016/j.ejmech.2018.01.004]

Source

Source(1):

• Scientific Literature