N-{[7-(4-Chlorophenyl)imidazo[1,2-a]pyridin-2-yl]carbonyl}-O-(4-ethylbenzyl)tyrosine

ID: ALA3719167

PubChem CID: 59335824

Max Phase: Preclinical

Molecular Formula: C32H28ClN3O4

Molecular Weight: 554.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(COc2ccc(CC(NC(=O)c3cn4ccc(-c5ccc(Cl)cc5)cc4n3)C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C32H28ClN3O4/c1-2-21-3-5-23(6-4-21)20-40-27-13-7-22(8-14-27)17-28(32(38)39)35-31(37)29-19-36-16-15-25(18-30(36)34-29)24-9-11-26(33)12-10-24/h3-16,18-19,28H,2,17,20H2,1H3,(H,35,37)(H,38,39)

Standard InChI Key:  CCPSTOJWBYICMD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
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   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008   -0.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3215    1.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0916    0.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2915    0.0970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5559    2.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2911    4.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7910    4.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3208    1.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0566    2.7456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8199    1.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3207    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0856    0.1771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5855    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3206    1.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5558    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0559    2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6168   -1.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072   -0.9685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6203   -2.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9210   -3.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2184   -2.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2150   -1.4893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9143   -0.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2590   -3.5870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.8213    1.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4079    2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  2  0
  2  3  2  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
  2 31  1  0
 15 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 31  1  0
 35 38  1  0
 28 39  1  0
 39 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3719167

   2-[[7-(4-Chlorophenyl)imidazo[1,2-a]pyridine-2-carbonyl]amino]-3-[4-[(4-ethylphenyl)methoxy]phenyl]propanoic 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: 554.05

Molecular Weight (Monoisotopic): 553.1768

AlogP: 6.22

#Rotatable Bonds: 10

Polar Surface Area: 92.93

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.80

CX Basic pKa: 2.93

CX LogP: 6.19

CX LogD: 3.35

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: -1.06

References

1.  (2010)  Regulating agent of GPR34 receptor function, 

Source

Source(1):

• Patent Bioactivity Data