3-(3-(2-aminopropan-2-yl)-6,8-difluoro-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-N-cyclopropyl-5-fluoro-4-methylbenzamide

ID: ALA2087746

PubChem CID: 25060877

Max Phase: Preclinical

Molecular Formula: C20H20F3N5O

Molecular Weight: 403.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(F)cc(C(=O)NC2CC2)cc1-c1c(F)cn2c(C(C)(C)N)nnc2c1F

Standard InChI:  InChI=1S/C20H20F3N5O/c1-9-12(6-10(7-13(9)21)18(29)25-11-4-5-11)15-14(22)8-28-17(16(15)23)26-27-19(28)20(2,3)24/h6-8,11H,4-5,24H2,1-3H3,(H,25,29)

Standard InChI Key:  KXTCUOIXEIJQJC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.8402    1.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8391    0.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5539    0.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2703    0.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2675    1.7620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5521    2.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9804    2.1772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6964    1.7674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9773    3.0022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4093    2.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2332    2.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8181    2.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1243    0.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5537   -0.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339   -0.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2607   -1.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2645   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5443   -1.9532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8347   -1.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2198   -2.0836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5494   -2.8372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3675   -2.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -3.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9793   -0.3026    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1208   -0.3004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.1257    2.1707    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4118   -4.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6253   -3.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2083   -4.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3 14  1  0
 14 15  2  0
  5  7  1  0
  3  4  2  0
  7  8  1  0
 14 17  1  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 18 19  1  0
  7  9  2  0
  4  5  1  0
  8 10  1  0
 11 10  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 12 11  1  0
 22 23  1  0
 10 12  1  0
 17 24  1  0
  2  3  1  0
 15 25  1  0
  5  6  2  0
  1 26  1  0
  6  1  1  0
 23 27  1  0
  2 13  1  0
 23 28  1  0
  1  2  2  0
 23 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2087746

   3-[3-(2-aminopropan-2-yl)-6,8-difluoro-[1,2,4]triazolo[4,3-a]pyridin-7-yl]-N-cyclopropyl-5-fluoro-4-methylbenzamide

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: 403.41

Molecular Weight (Monoisotopic): 403.1620

AlogP: 3.21

#Rotatable Bonds: 4

Polar Surface Area: 85.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.14

CX LogP: 2.13

CX LogD: 1.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.70

Np Likeness Score: -1.18

References

1. Aiguadé J, Balagué C, Carranco I, Caturla F, Domínguez M, Eastwood P, Esteve C, González J, Lumeras W, Orellana A, Preciado S, Roca R, Vidal L, Vidal B..  (2012)  Novel triazolopyridylbenzamides as potent and selective p38α inhibitors.,  22  (10): [PMID:22521646] [10.1016/j.bmcl.2012.03.099]

Source

Source(1):

• Scientific Literature