5-(2-(4-(5-aminopyrazin-2-yl)phenyl)tetrahydrofuran-2-yl)-N-(2-hydroxy-2-methylpropyl)picolinamide

ID: ALA3586210

PubChem CID: 122180165

Max Phase: Preclinical

Molecular Formula: C24H27N5O3

Molecular Weight: 433.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)CNC(=O)c1ccc(C2(c3ccc(-c4cnc(N)cn4)cc3)CCCO2)cn1

Standard InChI:  InChI=1S/C24H27N5O3/c1-23(2,31)15-29-22(30)19-9-8-18(12-26-19)24(10-3-11-32-24)17-6-4-16(5-7-17)20-13-28-21(25)14-27-20/h4-9,12-14,31H,3,10-11,15H2,1-2H3,(H2,25,28)(H,29,30)

Standard InChI Key:  SJGLLGFHNAVMQI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    2.7022    0.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987    1.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134    2.1439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9183    1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1697   -0.2696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5951   -3.0039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -0.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -3.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8912   -5.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9292   -5.8600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8889   -6.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509   -5.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5956    3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2950    3.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2918    5.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5893    6.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8899    5.2545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8930    3.7545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5861    7.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2867    8.2520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860    9.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5846   10.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8840    9.7533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    8.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840   11.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  2  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
  7  2  1  0
  2 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 23 26  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3586210

   ---

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: 433.51

Molecular Weight (Monoisotopic): 433.2114

AlogP: 2.68

#Rotatable Bonds: 6

Polar Surface Area: 123.25

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.45

CX LogP: 1.44

CX LogD: 1.44

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: 0.07

References

1. Pettersen D, Davidsson Ö, Whatling C..  (2015)  Recent advances for FLAP inhibitors.,  25  (13): [PMID:26004579] [10.1016/j.bmcl.2015.04.090]

Source

Source(1):

• Scientific Literature