4-((4-(6-acetyl-3-(isopropylamino)-5,6,7,8-tetrahydropyrido[3,4-b]pyrazin-2-yl)piperazin-1-yl)methyl)-3-fluorobenzonitrile trifluoroacteic acid

ID: ALA4458257

PubChem CID: 155526607

Max Phase: Preclinical

Molecular Formula: C26H31F4N7O3

Molecular Weight: 451.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCc2nc(N3CCN(Cc4ccc(C#N)cc4F)CC3)c(NC(C)C)nc2C1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C24H30FN7O.C2HF3O2/c1-16(2)27-23-24(29-21-6-7-32(17(3)33)15-22(21)28-23)31-10-8-30(9-11-31)14-19-5-4-18(13-26)12-20(19)25;3-2(4,5)1(6)7/h4-5,12,16H,6-11,14-15H2,1-3H3,(H,27,28);(H,6,7)

Standard InChI Key:  VXBVFEYMWOSBLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 40 42  0  0  0  0  0  0  0  0999 V2000
   32.2611   -6.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9688   -5.7108    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.5534   -5.7108    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2570   -5.3022    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.2632   -6.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5565   -7.3470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9719   -7.3434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6760   -5.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4137   -3.6293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2562   -5.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4178   -2.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9925   -2.7947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5476   -4.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8309   -5.2856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4015   -5.2770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8432   -3.6380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1264   -4.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9885   -3.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2684   -3.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5517   -4.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2798   -2.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9729   -4.8857    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9770   -4.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7093   -2.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6970   -4.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1182   -4.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3858   -4.8904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6723   -6.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5697   -2.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8653   -2.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1556   -2.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1502   -3.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8603   -3.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5671   -3.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8722   -1.5481    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.4405   -3.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3971   -6.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6872   -6.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1025   -6.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7309   -4.3973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  0
  5  6  2  0
  5  7  1  0
 20 19  1  0
  9 25  1  0
 17 26  2  0
 25 18  1  0
 14 26  1  0
 18 12  1  0
 17  9  1  0
 26 15  1  0
  9 11  1  0
 13 10  1  0
 12 21  1  0
 13 14  2  0
 10 22  1  0
 16 17  1  0
 12 24  1  0
 13 20  1  0
 19 23  1  0
 20 16  2  0
 23 22  1  0
 24 11  1  0
 22  8  1  0
  8 27  1  0
  8 28  2  0
 21 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 30 35  1  0
 32 36  1  0
 15 37  1  0
 37 38  1  0
 37 39  1  0
 36 40  3  0
M  END

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: 451.55

Molecular Weight (Monoisotopic): 451.2496

AlogP: 2.53

#Rotatable Bonds: 5

Polar Surface Area: 88.39

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.11

CX LogP: 1.97

CX LogD: 1.95

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.75

Np Likeness Score: -1.86

References

1.  (2016)  Tetrahydropyridopyrazines modulators of gpr6, 

Source

Source(1):

• Patent Bioactivity Data