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

ID: ALA3716480

PubChem CID: 59335814

Max Phase: Preclinical

Molecular Formula: C31H23ClN4O4

Molecular Weight: 551.00

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(COc2ccc(CC(NC(=O)c3cn4ccc(-c5ccc(Cl)cc5)cc4n3)C(=O)O)cc2)cc1

Standard InChI:  InChI=1S/C31H23ClN4O4/c32-25-9-7-23(8-10-25)24-13-14-36-18-28(34-29(36)16-24)30(37)35-27(31(38)39)15-20-5-11-26(12-6-20)40-19-22-3-1-21(17-33)2-4-22/h1-14,16,18,27H,15,19H2,(H,35,37)(H,38,39)

Standard InChI Key:  WHFLWTCNGKXBMR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -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
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    7.0916    0.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5559    2.6972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.8199    1.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   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
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   -7.2590   -3.5870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.8213    1.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0213    1.5325    0.0000 N   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
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 19 20  2  0
 20 21  1  0
 21 22  2  0
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 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  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA3716480

   2-[[7-(4-Chlorophenyl)imidazo[1,2-a]pyridine-2-carbonyl]amino]-3-[4-[(4-cyanophenyl)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: 551.00

Molecular Weight (Monoisotopic): 550.1408

AlogP: 5.53

#Rotatable Bonds: 9

Polar Surface Area: 116.72

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.79

CX Basic pKa: 2.92

CX LogP: 5.09

CX LogD: 2.24

Aromatic Rings: 5

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: -1.24

References

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

Source

Source(1):

• Patent Bioactivity Data