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

ID: ALA4558911

PubChem CID: 135356879

Max Phase: Preclinical

Molecular Formula: C29H30N4O2

Molecular Weight: 466.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)c1ccc(-c2cn(-c3cc(C(=O)O)cc(-c4ccc(C5CCNCC5)cc4)c3)nn2)cc1

Standard InChI:  InChI=1S/C29H30N4O2/c1-19(2)20-3-9-24(10-4-20)28-18-33(32-31-28)27-16-25(15-26(17-27)29(34)35)22-7-5-21(6-8-22)23-11-13-30-14-12-23/h3-10,15-19,23,30H,11-14H2,1-2H3,(H,34,35)

Standard InChI Key:  WMUQBSDUEWKZCL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
    3.7516   -9.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5670   -9.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9739   -9.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5665   -8.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7480   -8.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3448   -9.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7873   -9.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1951   -9.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0116   -9.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4212   -9.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0083   -8.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1933   -8.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2366   -9.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6448   -9.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4584   -9.8234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8700   -9.1171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4619   -8.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6421   -8.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3368   -7.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427   -6.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5196   -7.7104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3437  -10.5317    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5310  -10.6173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3613  -11.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0692  -11.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6762  -11.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1533  -12.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4907  -13.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759  -13.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232  -14.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9860  -13.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974  -12.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4099  -15.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7496  -15.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1570  -15.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 10 13  1  0
  5 19  1  0
 19 20  1  0
 19 21  2  0
 22 23  1  0
 23 24  2  0
 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
 30 33  1  0
 33 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4558911

   ---

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: 466.59

Molecular Weight (Monoisotopic): 466.2369

AlogP: 5.89

#Rotatable Bonds: 6

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: 3.89

CX LogD: 3.89

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -0.86

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