2-(1-(4-chlorophenyl)-2-methyl-1H-indol-5-yloxy)acetic acid

ID: ALA4553432

PubChem CID: 46173659

Max Phase: Preclinical

Molecular Formula: C17H14ClNO3

Molecular Weight: 315.76

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2cc(OCC(=O)O)ccc2n1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C17H14ClNO3/c1-11-8-12-9-15(22-10-17(20)21)6-7-16(12)19(11)14-4-2-13(18)3-5-14/h2-9H,10H2,1H3,(H,20,21)

Standard InChI Key:  DEKMAOVLCRHVIR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.6234  -12.4421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3331  -12.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3303  -11.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216  -10.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9154  -12.0332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9120  -11.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301  -10.9616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502  -11.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1355  -12.2900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8330  -11.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873  -13.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0873  -13.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8379  -14.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3874  -14.6220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1896  -14.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4353  -13.6682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1391  -15.4005    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.0364  -10.7988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7457  -11.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4518  -10.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1617  -11.1993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4493   -9.9762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 11  1  0
 14 17  1  0
  3 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553432

   2-[1-(4-Chlorophenyl)-2-methylindol-5-yl]oxyacetic 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: 315.76

Molecular Weight (Monoisotopic): 315.0662

AlogP: 4.06

#Rotatable Bonds: 4

Polar Surface Area: 51.46

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.86

CX Basic pKa: ┄

CX LogP: 4.08

CX LogD: 0.85

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.46

References

1. Ge L, Li KS, Li MM, Xiao P, Hou XB, Chen X, Liu HD, Lin A, Yu X, Ren GJ, Fang H, Sun JP..  (2016)  Identification of a benzo imidazole thiazole derivative as the specific irreversible inhibitor of protein tyrosine phosphatase.,  26  (19): [PMID:27554446] [10.1016/j.bmcl.2016.08.024]

Source

Source(1):

• Scientific Literature