2-(2-(o-tolylamino)phenyl)acetic acid

ID: ALA552464

PubChem CID: 18546323

Max Phase: Preclinical

Molecular Formula: C15H15NO2

Molecular Weight: 241.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1Nc1ccccc1CC(=O)O

Standard InChI:  InChI=1S/C15H15NO2/c1-11-6-2-4-8-13(11)16-14-9-5-3-7-12(14)10-15(17)18/h2-9,16H,10H2,1H3,(H,17,18)

Standard InChI Key:  DSVYFSJGCZCDMP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    4.3447   -9.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3447   -8.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0591   -8.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7736   -8.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7736   -9.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0591  -10.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0591   -7.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3447   -7.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3447   -6.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6302   -7.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4881   -8.4664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2026   -8.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9170   -8.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6315   -8.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6315   -9.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9170  -10.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2026   -9.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4881  -10.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  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
M  END

Alternative Forms

1. Parent:

   

   ALA552464

   2-(2-(o-Tolylamino)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: 241.29

Molecular Weight (Monoisotopic): 241.1103

AlogP: 3.37

#Rotatable Bonds: 4

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.69

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 0.91

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -0.80

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