1-(3-fluorobenzyl)-5-(4-(trifluoromethyl)phenyl)-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine

ID: ALA4294877

PubChem CID: 145993571

Max Phase: Preclinical

Molecular Formula: C19H16F4N4

Molecular Weight: 376.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1cccc(Cn2nnc3c2CCN(c2ccc(C(F)(F)F)cc2)C3)c1

Standard InChI:  InChI=1S/C19H16F4N4/c20-15-3-1-2-13(10-15)11-27-18-8-9-26(12-17(18)24-25-27)16-6-4-14(5-7-16)19(21,22)23/h1-7,10H,8-9,11-12H2

Standard InChI Key:  IBJMOJJQKOZSJY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   37.9476  -10.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7466  -10.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2943  -10.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0391  -11.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2362  -11.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6924  -11.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8989  -11.4427    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.5825  -12.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3284  -13.0516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.8146  -13.7160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3284  -14.3801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5504  -14.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8403  -14.5403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1344  -14.1277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1344  -13.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8403  -12.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5504  -13.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4249  -14.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7194  -14.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0037  -14.5244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0037  -15.3394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7092  -15.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4249  -15.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2948  -15.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5817  -15.3394    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5817  -16.1605    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.2948  -16.5711    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  4  5  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 13 12  1  0
 14 13  1  0
 14 15  1  0
 16 15  1  0
 17 16  1  0
 12 17  2  0
  9 17  1  0
 18 14  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 18 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4294877

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 376.36

Molecular Weight (Monoisotopic): 376.1311

AlogP: 4.05

#Rotatable Bonds: 3

Polar Surface Area: 33.95

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.54

CX LogP: 4.41

CX LogD: 4.41

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -2.11

References

1. Karypidou K, Ribone SR, Quevedo MA, Persoons L, Pannecouque C, Helsen C, Claessens F, Dehaen W..  (2018)  Synthesis, biological evaluation and molecular modeling of a novel series of fused 1,2,3-triazoles as potential anti-coronavirus agents.,  28  (21): [PMID:30286952] [10.1016/j.bmcl.2018.09.019]

Source

Source(1):

• Scientific Literature