5-(Pyrazine-2-carboxamido)-4'-(piperidin-4-yl)-[1,1'-biphenyl]-3-carboxylic acid

ID: ALA4538561

PubChem CID: 155549217

Max Phase: Preclinical

Molecular Formula: C23H22N4O3

Molecular Weight: 402.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(NC(=O)c2cnccn2)cc(-c2ccc(C3CCNCC3)cc2)c1

Standard InChI:  InChI=1S/C23H22N4O3/c28-22(21-14-25-9-10-26-21)27-20-12-18(11-19(13-20)23(29)30)16-3-1-15(2-4-16)17-5-7-24-8-6-17/h1-4,9-14,17,24H,5-8H2,(H,27,28)(H,29,30)

Standard InChI Key:  FSXSJQSLCYEKDE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.7452   -4.5652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0366   -4.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0401   -6.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0390  -10.6941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   24.6237   -4.1604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9161   -4.5691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2083   -4.1607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9163   -5.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2117   -3.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5048   -2.9346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7962   -3.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7990   -4.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5065   -4.5695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  5 19  1  0
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  1 22  1  0
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 29 30  2  0
 30 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538561

   ---

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: 402.45

Molecular Weight (Monoisotopic): 402.1692

AlogP: 3.56

#Rotatable Bonds: 5

Polar Surface Area: 104.21

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.84

CX Basic pKa: 10.07

CX LogP: -0.05

CX LogD: -0.05

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -1.07

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