methyl 4-(1-(biphenyl-3-yl)-1H-1,2,3-triazol-4-yl)benzoate

ID: ALA4762218

PubChem CID: 162659087

Max Phase: Preclinical

Molecular Formula: C22H17N3O2

Molecular Weight: 355.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(-c2cn(-c3cccc(-c4ccccc4)c3)nn2)cc1

Standard InChI:  InChI=1S/C22H17N3O2/c1-27-22(26)18-12-10-17(11-13-18)21-15-25(24-23-21)20-9-5-8-19(14-20)16-6-3-2-4-7-16/h2-15H,1H3

Standard InChI Key:  BLLSOTGHAVNDGF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   20.0687   -8.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0676   -9.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7823  -10.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4988   -9.7932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4959   -8.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7806   -8.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3563   -8.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3575   -7.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6437   -7.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9284   -7.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9312   -8.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6456   -8.9663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7872  -11.0314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1197  -11.5162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3745  -12.3009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1994  -12.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4545  -11.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6824  -12.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3450  -13.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8291  -14.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6505  -14.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9855  -13.5419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4994  -12.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1384  -14.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8038  -15.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.9588  -14.8810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2895  -16.3890    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
  1  7  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  3 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 16 18  1  0
 24 25  1  0
 24 26  2  0
 21 24  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762218

   ---

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: 355.40

Molecular Weight (Monoisotopic): 355.1321

AlogP: 4.39

#Rotatable Bonds: 4

Polar Surface Area: 57.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.36

CX LogD: 5.36

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.51

Np Likeness Score: -1.31

References

1. Kumari S,Carmona AV,Tiwari AK,Trippier PC.  (2020)  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.,  63  (21.0): [PMID:32686940] [10.1021/acs.jmedchem.0c00530]

Source

Source(1):

• Scientific Literature