3-(2-(2,3,5,6-tetrachlorophenylamino)benzo[d]oxazol-5-yl)propanoic acid

ID: ALA3954105

PubChem CID: 134144929

Max Phase: Preclinical

Molecular Formula: C16H10Cl4N2O3

Molecular Weight: 420.08

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1ccc2oc(Nc3c(Cl)c(Cl)cc(Cl)c3Cl)nc2c1

Standard InChI:  InChI=1S/C16H10Cl4N2O3/c17-8-6-9(18)14(20)15(13(8)19)22-16-21-10-5-7(2-4-12(23)24)1-3-11(10)25-16/h1,3,5-6H,2,4H2,(H,21,22)(H,23,24)

Standard InChI Key:  CNBJKXPWWPYPTK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   14.5647  -16.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2744  -16.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2715  -15.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5629  -15.1425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8567  -16.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8534  -15.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0758  -15.3052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5985  -15.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0811  -16.6263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7813  -15.9711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3698  -15.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7766  -14.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3658  -13.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5477  -13.8553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1422  -14.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5553  -15.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1527  -15.9834    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.3250  -14.5759    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.7718  -13.1432    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.5938  -14.5558    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.9777  -15.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6870  -15.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3931  -15.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3900  -14.3140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1024  -15.5371    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
 10 11  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
 16 17  1  0
 15 18  1  0
 13 19  1  0
 12 20  1  0
  3 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3954105

   ---

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: 420.08

Molecular Weight (Monoisotopic): 417.9446

AlogP: 6.20

#Rotatable Bonds: 5

Polar Surface Area: 75.36

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.28

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -0.61

References

1. Chen C, Li H, Long YQ..  (2016)  GPR40 agonists for the treatment of type 2 diabetes mellitus: The biological characteristics and the chemical space.,  26  (23): [PMID:27825762] [10.1016/j.bmcl.2016.10.074]

Source

Source(1):

• Scientific Literature