(E)-4,5-Difluoro-2-(3-(4-pentylphenyl)acrylamido)benzoic Acid

ID: ALA4856939

PubChem CID: 164611918

Max Phase: Preclinical

Molecular Formula: C21H21F2NO3

Molecular Weight: 373.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCc1ccc(/C=C/C(=O)Nc2cc(F)c(F)cc2C(=O)O)cc1

Standard InChI:  InChI=1S/C21H21F2NO3/c1-2-3-4-5-14-6-8-15(9-7-14)10-11-20(25)24-19-13-18(23)17(22)12-16(19)21(26)27/h6-13H,2-5H2,1H3,(H,24,25)(H,26,27)/b11-10+

Standard InChI Key:  PVRLENDPJNLQHA-ZHACJKMWSA-N

Molfile:  

 
     RDKit          2D

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   32.4275  -14.0290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4264  -14.8564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1412  -15.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8577  -14.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8547  -14.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1394  -13.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5677  -13.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2837  -14.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9966  -13.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7126  -14.0147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4255  -13.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9935  -12.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1375  -14.0110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8499  -13.5965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8473  -12.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1262  -12.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4167  -12.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1387  -14.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4248  -15.2495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8537  -15.2475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7116  -15.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9974  -14.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2826  -15.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5685  -14.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8537  -15.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1202  -11.5360    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.5596  -12.3546    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
  5  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 13 18  1  0
 18 19  1  0
 18 20  2  0
  2 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 16 26  1  0
 15 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4856939

   ---

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: 373.40

Molecular Weight (Monoisotopic): 373.1489

AlogP: 5.05

#Rotatable Bonds: 8

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: 3.39

CX Basic pKa: ┄

CX LogP: 6.46

CX LogD: 3.05

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.50

Np Likeness Score: -0.56

References

1. Zhang H, Yu P, Lin H, Jin Z, Zhao S, Zhang Y, Xu Q, Jin H, Liu Z, Yang W, Zhang L..  (2021)  The Discovery of Novel ACA Derivatives as Specific TRPM2 Inhibitors that Reduce Ischemic Injury Both In Vitro and In Vivo.,  64  (7.0): [PMID:33784097] [10.1021/acs.jmedchem.0c02129]

Source

Source(1):

• Scientific Literature