US9181249, 142

ID: ALA3917400

PubChem CID: 118159128

Max Phase: Preclinical

Molecular Formula: C26H31F2N5O4

Molecular Weight: 515.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@@H](Nc2nc3c(nc2N2CCC(Oc4ccc(F)cc4F)CC2)CCN(C(C)=O)C3)C1

Standard InChI:  InChI=1S/C26H31F2N5O4/c1-15(34)33-10-7-22-23(14-33)30-25(29-18-12-20(13-18)36-16(2)35)26(31-22)32-8-5-19(6-9-32)37-24-4-3-17(27)11-21(24)28/h3-4,11,18-20H,5-10,12-14H2,1-2H3,(H,29,30)/t18-,20+

Standard InChI Key:  FHDHUFKLDXIYOW-PUZFROQSSA-N

Molfile:  

     RDKit          2D

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    6.9812    1.0448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5981    3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3002   -3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0102   -7.5017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3123   -8.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6076   -7.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9104   -8.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6227  -10.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2837  -10.3535    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022    5.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3422    5.8493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  7  9  1  1
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 13 14  1  0
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 18 19  2  0
 19 10  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 20  1  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 30 32  1  0
 32 33  2  0
 33 27  1  0
 33 34  1  0
 14 35  1  0
 35 36  2  0
 35 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3917400

   [3-[[6-acetyl-2-[4-(2,4-difluorophenoxy)piperidin-1-yl]-7,8-dihydro-5H-pyrido[3,4-b]pyrazin-3-yl]amino]cyclobutyl] acetate

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: 515.56

Molecular Weight (Monoisotopic): 515.2344

AlogP: 3.21

#Rotatable Bonds: 6

Polar Surface Area: 96.89

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.40

CX LogP: 1.38

CX LogD: 1.38

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.59

Np Likeness Score: -0.70

References

1.  (2015)  Substituted pyrido[3,4-b]pyrazines as GPR6 modulators, 

2.  (2018)  Tetrahydropyridopyrazines modulators of gpr6, 

3.  (2016)  Tetrahydropyridopyrazines modulators of gpr6, 

Source

Source(2):

• BindingDB Database
• Patent Bioactivity Data