(S)-7-(6-(dimethylamino)pyridin-3-yl)-N-(morpholin-2-ylmethyl)pyrido[4,3-b]pyrazin-5-amine

ID: ALA4570588

PubChem CID: 71113911

Max Phase: Preclinical

Molecular Formula: C19H23N7O

Molecular Weight: 365.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(-c2cc3nccnc3c(NC[C@@H]3CNCCO3)n2)cn1

Standard InChI:  InChI=1S/C19H23N7O/c1-26(2)17-4-3-13(10-23-17)15-9-16-18(22-6-5-21-16)19(25-15)24-12-14-11-20-7-8-27-14/h3-6,9-10,14,20H,7-8,11-12H2,1-2H3,(H,24,25)/t14-/m0/s1

Standard InChI Key:  NJBJRWXJKAMYFV-AWEZNQCLSA-N

Molfile:  

 
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   20.0186   -3.5187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7267   -3.9277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7249   -2.2903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4335   -2.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4343   -3.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1428   -3.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.5586   -4.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2671   -5.1367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9742   -4.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9684   -3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2593   -3.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1329   -1.4682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6840   -5.1302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6883   -5.9473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3896   -4.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8384   -1.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5483   -1.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5480   -2.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2538   -2.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9617   -2.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9593   -1.4525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2490   -1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 17 21  1  0
 22 21  1  6
 22 23  1  0
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 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4570588

   7-[6-(dimethylamino)pyridin-3-yl]-N-[[(2S)-morpholin-2-yl]methyl]pyrido[3,4-b]pyrazin-5-amine

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: 365.44

Molecular Weight (Monoisotopic): 365.1964

AlogP: 1.55

#Rotatable Bonds: 5

Polar Surface Area: 88.09

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.30

CX LogP: 1.14

CX LogD: 0.19

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -1.05

References

1. Garton NS, Barker MD, Davis RP, Douault C, Hooper-Greenhill E, Jones E, Lewis HD, Liddle J, Lugo D, McCleary S, Preston AGS, Ramirez-Molina C, Neu M, Shipley TJ, Somers DO, Watson RJ, Wilson DM..  (2016)  Optimisation of a novel series of potent and orally bioavailable azanaphthyridine SYK inhibitors.,  26  (19): [PMID:27578246] [10.1016/j.bmcl.2016.08.070]

Source

Source(1):

• Scientific Literature