6-fluoro-2-[4-(2-fluorophenyl)phenyl]-3-methyl-N-methylsulfonyl-quinoline-4-carboxamide

ID: ALA4762268

PubChem CID: 162659635

Max Phase: Preclinical

Molecular Formula: C24H18F2N2O3S

Molecular Weight: 452.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccc(-c3ccccc3F)cc2)nc2ccc(F)cc2c1C(=O)NS(C)(=O)=O

Standard InChI:  InChI=1S/C24H18F2N2O3S/c1-14-22(24(29)28-32(2,30)31)19-13-17(25)11-12-21(19)27-23(14)16-9-7-15(8-10-16)18-5-3-4-6-20(18)26/h3-13H,1-2H3,(H,28,29)

Standard InChI Key:  KKGKBXNTBPRTCQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   25.5929  -25.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7716  -25.3082    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.1802  -26.0200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3463  -22.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3452  -22.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0573  -23.2637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0556  -21.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7683  -22.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7691  -22.8465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4817  -23.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1941  -22.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1894  -22.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4761  -21.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9034  -23.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8946  -21.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6098  -22.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3186  -21.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3141  -20.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5948  -20.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8889  -20.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0208  -20.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7360  -20.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4443  -20.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4387  -19.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7188  -19.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0135  -19.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2975  -19.1424    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   22.6330  -23.2628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.4834  -24.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7724  -24.4891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.1961  -24.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0631  -25.7246    0.0000 C   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
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 12 15  1  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
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
 26 27  1  0
  5 28  1  0
 10 29  1  0
 29 30  1  0
 29 31  2  0
 30  2  1  0
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762268

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 452.48

Molecular Weight (Monoisotopic): 452.1006

AlogP: 4.84

#Rotatable Bonds: 4

Polar Surface Area: 76.13

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.09

CX Basic pKa: 1.27

CX LogP: 4.94

CX LogD: 4.00

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.48

Np Likeness Score: -1.08

References

1. DeRatt LG,Christine Pietsch E,Tanner A,Shaffer P,Jacoby E,Wang W,Kazmi F,Zhang X,Attar RM,Edwards JP,Kuduk SD.  (2020)  A carboxylic acid isostere screen of the DHODH inhibitor Brequinar.,  30  (22): [PMID:33007394] [10.1016/j.bmcl.2020.127589]

Source

Source(1):

• Scientific Literature