2-methylquinolin-8-yl 4-(bromomethyl)benzenesulfonate

ID: ALA5275086

Max Phase: Preclinical

Molecular Formula: C17H14BrNO3S

Molecular Weight: 392.27

Names and Identifiers

Canonical SMILES:  Cc1ccc2cccc(OS(=O)(=O)c3ccc(CBr)cc3)c2n1

Standard InChI:  InChI=1S/C17H14BrNO3S/c1-12-5-8-14-3-2-4-16(17(14)19-12)22-23(20,21)15-9-6-13(11-18)7-10-15/h2-10H,11H2,1H3

Standard InChI Key:  RKSYUIGBFVOPKX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    0.7537    3.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    2.8953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0388    2.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7588    1.6524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    2.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4725    2.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1891    1.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6731    1.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6731    0.8272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3898    0.4134    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1891    0.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8036    1.1301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3898   -0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096   -0.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1096   -1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908   -2.0671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6740   -1.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6740   -0.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908   -2.8946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6742   -3.3084    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915    2.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3915    2.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6749    3.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  8  3  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  2  0
 10 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
 16 19  1  0
 19 20  1  0
 21  8  2  0
 22 21  1  0
 23 22  2  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5275086

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.27

Molecular Weight (Monoisotopic): 390.9878

AlogP: 4.21

#Rotatable Bonds: 4

Polar Surface Area: 56.26

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.97

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -1.07

References

1. Van de Walle T, Cools L, Mangelinckx S, D'hooghe M..  (2021)  Recent contributions of quinolines to antimalarial and anticancer drug discovery research.,  226  [PMID:34655985] [10.1016/j.ejmech.2021.113865]

Source

Source(1):

• Scientific Literature