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

ID: ALA4577585

PubChem CID: 155564566

Max Phase: Preclinical

Molecular Formula: C24H23N3O3

Molecular Weight: 401.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(NC(=O)c2ccncc2)cc(-c2ccc(C3CCNCC3)cc2)c1

Standard InChI:  InChI=1S/C24H23N3O3/c28-23(19-7-11-26-12-8-19)27-22-14-20(13-21(15-22)24(29)30)17-3-1-16(2-4-17)18-5-9-25-10-6-18/h1-4,7-8,11-15,18,25H,5-6,9-10H2,(H,27,28)(H,29,30)

Standard InChI Key:  FJEFSXQLZKHOJS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.0785  -10.3227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6632   -3.7889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9556   -4.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478   -3.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9558   -5.0149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2512   -2.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443   -2.5631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357   -2.9719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8385   -3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5461   -4.1980    0.0000 C   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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 30 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4577585

   ---

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: 401.47

Molecular Weight (Monoisotopic): 401.1739

AlogP: 4.17

#Rotatable Bonds: 5

Polar Surface Area: 91.32

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.85

CX Basic pKa: 10.07

CX LogP: 0.79

CX LogD: 0.78

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -0.84

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