5-(((2-chloro-6-methoxyphenyl)amino)methyl)-2-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7(4H)-one

ID: ALA5282255

Max Phase: Preclinical

Molecular Formula: C19H16ClN5O2

Molecular Weight: 381.82

Names and Identifiers

Canonical SMILES:  COc1cccc(Cl)c1NCc1cc(=O)n2nc(-c3ccccc3)nc2[nH]1

Standard InChI:  InChI=1S/C19H16ClN5O2/c1-27-15-9-5-8-14(20)17(15)21-11-13-10-16(26)25-19(22-13)23-18(24-25)12-6-3-2-4-7-12/h2-10,21H,11H2,1H3,(H,22,23,24)

Standard InChI Key:  PEPOAHRJJMETTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -0.6264    0.6221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0880    1.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999    0.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7999   -0.2026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0897   -0.6143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6264   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    0.8781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144   -0.4623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9013    0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7296    0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1440   -0.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697   -0.5084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3840    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9733    0.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1455    0.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0880    1.8627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5172   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2345   -0.2026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692   -0.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840   -0.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840   -1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6710   -1.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9517   -1.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6692    0.6254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9519    1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2345   -1.8627    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  1  7  1  0
  6  8  2  0
  8  9  1  0
  9  7  2  0
  9 10  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
  2 16  2  0
  4 17  1  0
 17 18  1  0
 18 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 20 25  1  0
 25 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5282255

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 381.82

Molecular Weight (Monoisotopic): 381.0993

AlogP: 3.36

#Rotatable Bonds: 5

Polar Surface Area: 84.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.35

CX Basic pKa: 3.18

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -1.38

References

1. Floresta G, Pistarà V, Amata E, Dichiara M, Marrazzo A, Prezzavento O, Rescifina A..  (2017)  Adipocyte fatty acid binding protein 4 (FABP4) inhibitors. A comprehensive systematic review.,  138  [PMID:28738306] [10.1016/j.ejmech.2017.07.022]

Source

Source(1):

• Scientific Literature