5-(4-Methoxybenzamido)-4'-(piperidin-4-yl)-[1,1'-biphenyl]-3-carboxylic acid

ID: ALA4568716

PubChem CID: 155560488

Max Phase: Preclinical

Molecular Formula: C26H26N2O4

Molecular Weight: 430.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)Nc2cc(C(=O)O)cc(-c3ccc(C4CCNCC4)cc3)c2)cc1

Standard InChI:  InChI=1S/C26H26N2O4/c1-32-24-8-6-20(7-9-24)25(29)28-23-15-21(14-22(16-23)26(30)31)18-4-2-17(3-5-18)19-10-12-27-13-11-19/h2-9,14-16,19,27H,10-13H2,1H3,(H,28,29)(H,30,31)

Standard InChI Key:  CSVCDUBJIZZCOW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    5.4571  -13.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4559  -14.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1707  -14.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8871  -14.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8843  -13.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1689  -12.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1724  -15.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4562  -15.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4556  -16.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1705  -16.9378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8874  -16.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8845  -15.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1751  -17.7602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4592  -18.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4582  -18.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1712  -19.4092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8871  -18.9972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8899  -18.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5972  -12.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3133  -13.2163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5941  -11.9814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7424  -12.8130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0280  -13.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3134  -12.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0282  -14.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3170  -11.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6032  -11.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8878  -11.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8906  -12.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6050  -13.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1727  -11.5767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714  -10.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 10 13  1  0
  5 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
 28 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568716

   ---

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: 430.50

Molecular Weight (Monoisotopic): 430.1893

AlogP: 4.78

#Rotatable Bonds: 6

Polar Surface Area: 87.66

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.84

CX Basic pKa: 10.07

CX LogP: 1.85

CX LogD: 1.84

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.69

References

1. Zhang Z, Hao K, Li H, Lu R, Liu C, Zhou M, Li B, Meng Z, Hu Q, Jiang C..  (2019)  Design, synthesis and anti-inflammatory evaluation of 3-amide benzoic acid derivatives as novel P2Y₁₄ receptor antagonists.,  181  [PMID:31376563] [10.1016/j.ejmech.2019.111564]

Source

Source(1):

• Scientific Literature