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

ID: ALA4555395

PubChem CID: 135356800

Max Phase: Preclinical

Molecular Formula: C27H24N4O4

Molecular Weight: 468.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cccc(-c2cn(-c3cc(C(=O)O)cc(-c4ccc(C5CCNCC5)cc4)c3)nn2)c1

Standard InChI:  InChI=1S/C27H24N4O4/c32-26(33)21-3-1-2-20(12-21)25-16-31(30-29-25)24-14-22(13-23(15-24)27(34)35)18-6-4-17(5-7-18)19-8-10-28-11-9-19/h1-7,12-16,19,28H,8-11H2,(H,32,33)(H,34,35)

Standard InChI Key:  XCKCLKZNBZBHAL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   27.1760  -12.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5829  -11.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1755  -10.9737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.2537  -12.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0673  -12.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.1400  -13.1803    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9703  -13.9797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6781  -14.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.7772  -16.6380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6090  -17.7832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1 22  1  0
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 25 27  1  0
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 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4555395

   ---

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: 468.51

Molecular Weight (Monoisotopic): 468.1798

AlogP: 4.46

#Rotatable Bonds: 6

Polar Surface Area: 117.34

Molecular Species: ZWITTERION

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.59

CX Basic pKa: 10.07

CX LogP: 2.03

CX LogD: -0.73

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -0.83

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