2-(2-(4'-Chloro-2-fluoro-[1,1'-biphenyl]-3-carboxamido)phenyl)acetic acid

ID: ALA4741728

PubChem CID: 162646878

Max Phase: Preclinical

Molecular Formula: C21H15ClFNO3

Molecular Weight: 383.81

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccccc1NC(=O)c1cccc(-c2ccc(Cl)cc2)c1F

Standard InChI:  InChI=1S/C21H15ClFNO3/c22-15-10-8-13(9-11-15)16-5-3-6-17(20(16)23)21(27)24-18-7-2-1-4-14(18)12-19(25)26/h1-11H,12H2,(H,24,27)(H,25,26)

Standard InChI Key:  DUAGRVPHKSIHCC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   29.9540   -2.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9529   -3.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6609   -3.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3706   -3.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3677   -2.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6591   -2.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6626   -4.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9532   -5.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9526   -5.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6607   -6.3972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3709   -5.9844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3680   -5.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0739   -2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7831   -2.7109    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0708   -1.4878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6616   -7.2144    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.4893   -2.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1970   -2.7089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9027   -2.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9000   -1.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1858   -1.0746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4830   -1.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1980   -3.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9062   -3.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9073   -4.7510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6134   -3.5243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0789   -3.9464    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  5 13  1  0
 13 14  1  0
 13 15  2  0
 10 16  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 18 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  4 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741728

   ---

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: 383.81

Molecular Weight (Monoisotopic): 383.0724

AlogP: 5.03

#Rotatable Bonds: 5

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.00

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 1.94

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -1.18

References

1. Velcicky J,Wilcken R,Cotesta S,Janser P,Schlapbach A,Wagner T,Piechon P,Villard F,Bouhelal R,Piller F,Harlfinger S,Stringer R,Fehlmann D,Kaupmann K,Littlewood-Evans A,Haffke M,Gommermann N.  (2020)  Discovery and Optimization of Novel SUCNR1 Inhibitors: Design of Zwitterionic Derivatives with a Salt Bridge for the Improvement of Oral Exposure.,  63  (17): [PMID:32856916] [10.1021/acs.jmedchem.0c01020]

Source

Source(1):

• Scientific Literature