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

ID: ALA4648212

Cas Number: 1643380-25-9

PubChem CID: 6084874

Max Phase: Preclinical

Molecular Formula: C17H14O4

Molecular Weight: 282.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)/C=C/c2ccc(C(=O)O)cc2)c1

Standard InChI:  InChI=1S/C17H14O4/c1-21-15-4-2-3-14(11-15)16(18)10-7-12-5-8-13(9-6-12)17(19)20/h2-11H,1H3,(H,19,20)/b10-7+

Standard InChI Key:  SJDQYBNZACZDGI-JXMROGBWSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   42.8268   -2.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.8257   -2.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5337   -3.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2434   -2.9280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2406   -2.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.5319   -1.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1190   -1.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4114   -2.1093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7036   -1.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7034   -0.8837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.9517   -3.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9530   -4.1527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.6588   -2.9258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9968   -2.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2887   -1.6995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5816   -2.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5813   -2.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2941   -3.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9983   -2.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8740   -1.6988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1662   -2.1072    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
M  END

Alternative Forms

1. Parent:

   

   ALA4648212

   (E)-4-(3-(3-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: -0.18

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