4-(3-(2-methoxyphenyl)-3-oxoprop-1-enyl)benzoic acid

ID: ALA4640018

Cas Number: 2517583-84-3

PubChem CID: 17444011

Max Phase: Preclinical

Molecular Formula: C17H14O4

Molecular Weight: 282.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1C(=O)/C=C/c1ccc(C(=O)O)cc1

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

Standard InChI Key:  RCCFLDLCYWIALQ-DHZHZOJOSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   31.2191   -2.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2180   -2.9940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9327   -3.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6492   -2.9935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6463   -2.1630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9309   -1.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5045   -1.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7902   -2.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0756   -1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0754   -0.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.3643   -3.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3656   -4.2299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.0781   -2.9913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3621   -2.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6472   -1.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9334   -2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9331   -2.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6527   -3.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3636   -2.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0792   -3.3992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0818   -4.2242    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
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4640018

   (E)-4-(3-(2-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: -0.01

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