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

ID: ALA4634599

Cas Number: 525597-02-8

PubChem CID: 5972385

Max Phase: Preclinical

Molecular Formula: C17H14O4

Molecular Weight: 282.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)/C=C/c2ccc(C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C17H14O4/c1-21-15-9-7-13(8-10-15)16(18)11-4-12-2-5-14(6-3-12)17(19)20/h2-11H,1H3,(H,19,20)/b11-4+

Standard InChI Key:  GQUJUYRCDKOOAM-NYYWCZLTSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    6.8457  -10.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8445  -10.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5526  -11.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2622  -10.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2594  -10.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5508   -9.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1378   -9.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4302  -10.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7224   -9.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7222   -8.8038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9706  -11.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9718  -12.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6776  -10.8460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156  -10.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3075   -9.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6004  -10.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6002  -10.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3129  -11.2540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0172  -10.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8931  -11.2555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1847  -10.8480    0.0000 C   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
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634599

   4-[(1E)-3-(4-methoxyphenyl)-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: 282.30

Molecular Weight (Monoisotopic): 282.0892

AlogP: 3.29

#Rotatable Bonds: 5

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 0.30

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: 0.04

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