4-(3-(3,5-dimethoxyphenyl)-3-oxoprop-1-enyl)benzoic acid

ID: ALA4647350

PubChem CID: 129903083

Max Phase: Preclinical

Molecular Formula: C18H16O5

Molecular Weight: 312.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(C(=O)/C=C/c2ccc(C(=O)O)cc2)c1

Standard InChI:  InChI=1S/C18H16O5/c1-22-15-9-14(10-16(11-15)23-2)17(19)8-5-12-3-6-13(7-4-12)18(20)21/h3-11H,1-2H3,(H,20,21)/b8-5+

Standard InChI Key:  XSMCFGXDURCCFP-VMPITWQZSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   30.7712   -9.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7701  -10.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4781  -10.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1878  -10.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1849   -9.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4763   -9.3149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0634   -9.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3558   -9.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6480   -9.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6478   -8.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8961  -10.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8974  -11.7675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6032  -10.5406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9412   -9.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2331   -9.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5260   -9.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5257  -10.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2385  -10.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9427  -10.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8183   -9.3135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1105   -9.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2416  -11.7658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5354  -12.1771    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
 16 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647350

   ---

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: 312.32

Molecular Weight (Monoisotopic): 312.0998

AlogP: 3.30

#Rotatable Bonds: 6

Polar Surface Area: 72.83

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: ┄

CX LogP: 3.23

CX LogD: 0.14

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.65

Np Likeness Score: 0.02

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