US9181249, 139

ID: ALA3983522

PubChem CID: 118159193

Max Phase: Preclinical

Molecular Formula: C26H32F2N6O3

Molecular Weight: 514.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C[C@@H](Nc2nc3c(nc2N2CCN(Cc4ccc(F)cc4F)CC2)CCN(C(C)=O)C3)C1

Standard InChI:  InChI=1S/C26H32F2N6O3/c1-16(35)34-6-5-23-24(15-34)30-25(29-20-12-21(13-20)37-17(2)36)26(31-23)33-9-7-32(8-10-33)14-18-3-4-19(27)11-22(18)28/h3-4,11,20-21H,5-10,12-15H2,1-2H3,(H,29,30)/t20-,21+

Standard InChI Key:  JVADGRPSAFEECF-OYRHEFFESA-N

Molfile:  

     RDKit          2D

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    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
    3.9180   -9.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602  -10.3298    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 19 20  1  0
 20 21  1  0
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 30 31  2  0
 31 25  1  0
 31 32  1  0
 23 33  1  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3983522

   [3-[[6-acetyl-2-[4-[(2,4-difluorophenyl)methyl]piperazin-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: 514.58

Molecular Weight (Monoisotopic): 514.2504

AlogP: 2.49

#Rotatable Bonds: 6

Polar Surface Area: 90.90

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: 5.97

CX LogP: 1.30

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.59

Np Likeness Score: -1.08

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