2-(2-(2,6-dichlorobenzyl)phenyl)acetic acid

ID: ALA565032

PubChem CID: 45268160

Max Phase: Preclinical

Molecular Formula: C15H12Cl2O2

Molecular Weight: 295.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cc1ccccc1Cc1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C15H12Cl2O2/c16-13-6-3-7-14(17)12(13)8-10-4-1-2-5-11(10)9-15(18)19/h1-7H,8-9H2,(H,18,19)

Standard InChI Key:  JJQADDQPQKGVLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    0.8584  -14.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8584  -13.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729  -13.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873  -13.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873  -14.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729  -14.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729  -12.3939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8584  -11.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8584  -11.1564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1439  -12.3939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018  -13.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163  -13.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4308  -13.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452  -13.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452  -14.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4308  -14.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7163  -14.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0018  -14.8689    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4308  -12.3939    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  8 10  2  0
  2  3  1  0
  4 11  1  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  3  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
  8  9  1  0
 13 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA565032

   2-(2-(2,6-Dichlorobenzyl)phenyl)acetic acid

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: 295.17

Molecular Weight (Monoisotopic): 294.0214

AlogP: 4.21

#Rotatable Bonds: 4

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.04

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 1.78

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.92

Np Likeness Score: -0.23

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]

Source

Source(1):

• Scientific Literature