4-(3-(4-fluorophenyl)-3-oxoprop-1-enyl)benzoic acid

ID: ALA4647693

Cas Number: 1845711-20-7

PubChem CID: 6054919

Max Phase: Preclinical

Molecular Formula: C16H11FO3

Molecular Weight: 270.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(/C=C/C(=O)c2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C16H11FO3/c17-14-8-6-12(7-9-14)15(18)10-3-11-1-4-13(5-2-11)16(19)20/h1-10H,(H,19,20)/b10-3+

Standard InChI Key:  XLZLZCWHIZWSQF-XCVCLJGOSA-N

Molfile:  

 
     RDKit          2D

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   42.6411  -25.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6400  -26.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3480  -26.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0577  -26.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0548  -25.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3462  -25.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9333  -25.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2257  -25.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5179  -25.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5177  -24.5121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7660  -26.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7673  -27.7811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.4731  -26.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8111  -25.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1030  -25.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3959  -25.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3956  -26.5540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1084  -26.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8126  -26.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6885  -26.9637    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
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  4 11  1  0
 11 12  2  0
 11 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  9 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647693

   (E)-4-(3-(4-Fluorophenyl)-3-oxoprop-1-en-1-yl)benzoic acid

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: 270.26

Molecular Weight (Monoisotopic): 270.0692

AlogP: 3.42

#Rotatable Bonds: 4

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 0.60

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.34

References

1. de Souza ACA, Mori M, Sens L, Rocha RF, Tizziani T, de Souza LFS, Domeneghini Chiaradia-Delatorre L, Botta M, Nunes RJ, Terenzi H, Menegatti ACO..  (2020)  A chalcone derivative binds a putative allosteric site of YopH: Inhibition of a virulence factor of Yersinia.,  30  (16): [PMID:32631548] [10.1016/j.bmcl.2020.127350]

Source

Source(1):

• Scientific Literature