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

ID: ALA4638843

Cas Number: 1644526-89-5

PubChem CID: 5807609

Max Phase: Preclinical

Molecular Formula: C16H11BrO3

Molecular Weight: 331.17

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H11BrO3/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:  BQHZMCMKLCBBRX-XCVCLJGOSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   18.5876  -25.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5865  -26.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2945  -27.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0042  -26.5936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0014  -25.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2927  -25.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8798  -25.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1722  -25.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4644  -25.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4642  -24.5492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7125  -27.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7138  -27.8182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4196  -26.5913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7576  -25.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0495  -25.3650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3424  -25.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3421  -26.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0549  -26.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7591  -26.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6351  -27.0009    0.0000 Br  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:

   

   ALA4638843

   (E)-4-(3-(4-Bromophenyl)-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: 331.17

Molecular Weight (Monoisotopic): 329.9892

AlogP: 4.04

#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: 4.32

CX LogD: 1.22

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.68

Np Likeness Score: -0.09

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