methyl N-[6-fluoro-2-[4-(2-fluorophenyl)phenyl]-3-methyl-quinoline-4-carbonyl]carbamate

ID: ALA4758872

PubChem CID: 162657955

Max Phase: Preclinical

Molecular Formula: C25H18F2N2O3

Molecular Weight: 432.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)NC(=O)c1c(C)c(-c2ccc(-c3ccccc3F)cc2)nc2ccc(F)cc12

Standard InChI:  InChI=1S/C25H18F2N2O3/c1-14-22(24(30)29-25(31)32-2)19-13-17(26)11-12-21(19)28-23(14)16-9-7-15(8-10-16)18-5-3-4-6-20(18)27/h3-13H,1-2H3,(H,29,30,31)

Standard InChI Key:  BSGOAQMGGLCTOS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   12.7270  -22.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7258  -23.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4339  -23.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4321  -22.0226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1407  -22.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1414  -23.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500  -23.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5582  -23.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5535  -22.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8444  -22.0176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2675  -23.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2587  -22.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9698  -22.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6745  -22.0056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6700  -21.1876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9548  -20.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2530  -21.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3726  -20.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0836  -21.1795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7878  -20.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7822  -19.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0665  -19.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3652  -19.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6534  -19.5593    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.0178  -23.6590    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8517  -24.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1448  -24.8812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5602  -24.8782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1465  -25.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4397  -26.1084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8551  -26.1055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7311  -25.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
  9 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 23 24  1  0
  2 25  1  0
  7 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 30 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758872

   ---

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: 432.43

Molecular Weight (Monoisotopic): 432.1285

AlogP: 5.65

#Rotatable Bonds: 3

Polar Surface Area: 68.29

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.44

CX Basic pKa: 1.38

CX LogP: 6.07

CX LogD: 5.11

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.16

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