6-Morpholino-N,N-bis(pyridin-2-ylmethyl)pyrimidin-4-amine

ID: ALA4571915

PubChem CID: 155563200

Max Phase: Preclinical

Molecular Formula: C20H22N6O

Molecular Weight: 362.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1ccc(CN(Cc2ccccn2)c2cc(N3CCOCC3)ncn2)nc1

Standard InChI:  InChI=1S/C20H22N6O/c1-3-7-21-17(5-1)14-26(15-18-6-2-4-8-22-18)20-13-19(23-16-24-20)25-9-11-27-12-10-25/h1-8,13,16H,9-12,14-15H2

Standard InChI Key:  UIUGVHDYDGPCNZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.0724  -21.4987    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0713  -22.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7835  -22.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4972  -22.3219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4944  -21.4951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7817  -21.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3591  -22.7345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2097  -22.7335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2110  -23.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9209  -22.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4998  -23.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6334  -22.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7904  -23.5532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0797  -23.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0805  -24.7845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7980  -25.1959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5058  -24.7804    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6300  -23.5510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3376  -23.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0497  -23.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0458  -22.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3336  -22.3153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6554  -22.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9454  -22.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9405  -23.5430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6519  -23.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3640  -23.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  5  6  2  0
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  8  9  1  0
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  9 11  1  0
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 12 18  2  0
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 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 12  1  0
  7 23  1  0
  7 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571915

   ---

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: 362.44

Molecular Weight (Monoisotopic): 362.1855

AlogP: 2.31

#Rotatable Bonds: 6

Polar Surface Area: 67.27

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.75

CX LogP: 2.41

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -1.70

References

1. Camacho-Hernandez GA, Stokes C, Duggan BM, Kaczanowska K, Brandao-Araiza S, Doan L, Papke RL, Taylor P..  (2019)  Synthesis, Pharmacological Characterization, and Structure-Activity Relationships of Noncanonical Selective Agonists for α7 nAChRs.,  62  (22): [PMID:31675224] [10.1021/acs.jmedchem.9b01467]

Source

Source(1):

• Scientific Literature