5-(4-(2-Fluorophenyl)-1H-1,2,3-triazol-1-yl)-4'-(piperidin-4-yl)-[1,1'-biphenyl]-3-carboxylic Acid

ID: ALA4575573

PubChem CID: 135357075

Max Phase: Preclinical

Molecular Formula: C26H23FN4O2

Molecular Weight: 442.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2ccc(C3CCNCC3)cc2)cc(-n2cc(-c3ccccc3F)nn2)c1

Standard InChI:  InChI=1S/C26H23FN4O2/c27-24-4-2-1-3-23(24)25-16-31(30-29-25)22-14-20(13-21(15-22)26(32)33)18-7-5-17(6-8-18)19-9-11-28-12-10-19/h1-8,13-16,19,28H,9-12H2,(H,32,33)

Standard InChI Key:  RNSOQFFIWXNKIQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.7724   -3.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1793   -2.9548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7720   -2.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.4006   -3.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.6266   -2.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2138   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.8502   -3.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0755   -2.9551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9481   -0.8361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7250   -1.5484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5491   -4.3697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7365   -4.4554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5668   -5.2547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2746   -5.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8817   -5.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3587   -6.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6961   -6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7813   -7.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5286   -8.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1914   -7.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1029   -6.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9498   -6.6204    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
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  9 10  2  0
 10 11  1  0
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  3  7  1  0
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 16 17  1  0
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 10 13  1  0
  5 19  1  0
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 19 21  2  0
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 24 25  1  0
 25 26  2  0
 26 22  1  0
  1 22  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 25 27  1  0
 28 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575573

   ---

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: 442.49

Molecular Weight (Monoisotopic): 442.1805

AlogP: 4.91

#Rotatable Bonds: 5

Polar Surface Area: 80.04

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.85

CX Basic pKa: 10.07

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: -1.09

References

1. Junker A, Balasubramanian R, Ciancetta A, Uliassi E, Kiselev E, Martiriggiano C, Trujillo K, Mtchedlidze G, Birdwell L, Brown KA, Harden TK, Jacobson KA..  (2016)  Structure-Based Design of 3-(4-Aryl-1H-1,2,3-triazol-1-yl)-Biphenyl Derivatives as P2Y14 Receptor Antagonists.,  59  (13): [PMID:27331270] [10.1021/acs.jmedchem.6b00044]

Source

Source(1):

• Scientific Literature