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

ID: ALA4568641

PubChem CID: 135356790

Max Phase: Preclinical

Molecular Formula: C26H22F2N4O2

Molecular Weight: 460.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(-c2ccc(C3CCNCC3)cc2)cc(-n2cc(-c3ccc(F)c(F)c3)nn2)c1

Standard InChI:  InChI=1S/C26H22F2N4O2/c27-23-6-5-19(14-24(23)28)25-15-32(31-30-25)22-12-20(11-21(13-22)26(33)34)17-3-1-16(2-4-17)18-7-9-29-10-8-18/h1-6,11-15,18,29H,7-10H2,(H,33,34)

Standard InChI Key:  GGEWYSIJGICGIF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.3939  -11.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8009  -10.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3935   -9.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0635  -10.4010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.2853  -11.1111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6970  -10.4048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3465   -8.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1707  -11.8194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3580  -11.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1883  -12.7044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8961  -13.1128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5032  -12.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9802  -13.9229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3176  -14.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4028  -15.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1501  -15.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8129  -15.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7244  -14.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7416  -15.6952    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.2369  -16.3604    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  7  1  0
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  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
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 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 25 27  1  0
 29 33  1  0
 30 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568641

   ---

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: 460.48

Molecular Weight (Monoisotopic): 460.1711

AlogP: 5.04

#Rotatable Bonds: 5

Polar Surface Area: 80.04

Molecular Species: ZWITTERION

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.85

CX Basic pKa: 10.07

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.44

Np Likeness Score: -1.25

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