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

ID: ALA4647777

PubChem CID: 9448212

Max Phase: Preclinical

Molecular Formula: C16H12O4

Molecular Weight: 268.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(/C=C/C(=O)c2cccc(O)c2)cc1

Standard InChI:  InChI=1S/C16H12O4/c17-14-3-1-2-13(10-14)15(18)9-6-11-4-7-12(8-5-11)16(19)20/h1-10,17H,(H,19,20)/b9-6+

Standard InChI Key:  PALPLJSEGWEUGS-RMKNXTFCSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   42.6122  -17.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6111  -18.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3191  -19.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0288  -18.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0259  -17.9416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3173  -17.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9044  -17.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1968  -17.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4890  -17.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4888  -16.7199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7371  -19.1717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7384  -19.9889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.4442  -18.7620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.7822  -17.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0741  -17.5356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3670  -17.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3667  -18.7618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0795  -19.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7837  -18.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0826  -19.9872    0.0000 O   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
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647777

   4-[(E)-3-(3-hydroxyphenyl)-3-oxoprop-1-enyl]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: 268.27

Molecular Weight (Monoisotopic): 268.0736

AlogP: 2.99

#Rotatable Bonds: 4

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.11

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 0.14

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: 0.22

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