2-(3-benzoylphenyl)acetic acid

ID: ALA561718

Cas Number: 22071-22-3

PubChem CID: 30931

Product Number: D338910, Order Now?

Max Phase: Preclinical

Molecular Formula: C15H12O3

Molecular Weight: 240.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 2-(3-Benzoylphenyl)Acetic Acid | 3-Benzoylphenylacetic acid|22071-22-3|2-(3-Benzoylphenyl)acetic acid|(3-Benzoylphenyl)acetic acid|Desmethyl Ketoprofen|m-Benzoylphenylacetic acid|Benzeneacetic acid, 3-benzoyl-|RU 4462|ACETIC ACID, (m-BENZOYLPHENYL)-|57OG4Q7B6Y|CHEMBL561718|MFCD00046549|19421 R.P.|3-Benzoylbenzeneacetic acid|Ketoprofen Imp. B (EP); (3-Benzoylphenyl)acetic Acid; 2-(3-Benzoylphenyl)acetic acid; RU 4462; m-Benzoylphenylacetic acid; Ketoprofen Impurity B|EINECS 244-760-3|RU-4462|BRN Show More⌵

Canonical SMILES:  O=C(O)Cc1cccc(C(=O)c2ccccc2)c1

Standard InChI:  InChI=1S/C15H12O3/c16-14(17)10-11-5-4-8-13(9-11)15(18)12-6-2-1-3-7-12/h1-9H,10H2,(H,16,17)

Standard InChI Key:  ALDSXDRDRWDASQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.4792   -5.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -4.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -3.7667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667   -5.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -5.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417   -4.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667   -4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9667   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4792   -3.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -5.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0000   -6.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5167   -6.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0375   -5.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417   -6.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3 10  1  0
  4  2  2  0
  5  3  1  0
  6  1  2  0
  7  1  1  0
  8  3  2  0
  9  4  1  0
 10  9  1  0
 11  2  1  0
 12 11  2  0
 13 12  1  0
 14  7  1  0
 15  7  2  0
 16 15  1  0
 17 14  2  0
 18 17  1  0
 16 18  2  0
 13  9  2  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA561718

   Sodium;2-(3-benzoylphenyl)acetate

2. Parent:

   

   ALA561718

   Desmethyl Ketoprofen

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 240.26

Molecular Weight (Monoisotopic): 240.0786

AlogP: 2.54

#Rotatable Bonds: 4

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.84

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: -0.17

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.84

Np Likeness Score: -0.30

References

1. Sablone MR, Cesta MC, Moriconi A, Aramini A, Bizzarri C, Di Giacinto C, Di Bitondo R, Gloaguen I, Aschi M, Crucianelli M, Bertini R, Allegretti M..  (2009)  Structure-Activity Relationship of novel phenylacetic CXCR1 inhibitors.,  19  (15): [PMID:19560921] [10.1016/j.bmcl.2009.06.027]

2. Windsor MA, Hermanson DJ, Kingsley PJ, Xu S, Crews BC, Ho W, Keenan CM, Banerjee S, Sharkey KA, Marnett LJ..  (2012)  Substrate-Selective Inhibition of Cyclooxygenase-2: Development and Evaluation of Achiral Profen Probes.,  3  (9): [PMID:22984634] [10.1021/ml3001616]

Source

Source(1):

• Scientific Literature