6-(2-Chlorophenyl)-N4,N4-bis(pyridin-2-ylmethyl)pyrimidine-2,4-diamine

ID: ALA4475881

PubChem CID: 155537780

Max Phase: Preclinical

Molecular Formula: C22H19ClN6

Molecular Weight: 402.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(-c2ccccc2Cl)cc(N(Cc2ccccn2)Cc2ccccn2)n1

Standard InChI:  InChI=1S/C22H19ClN6/c23-19-10-2-1-9-18(19)20-13-21(28-22(24)27-20)29(14-16-7-3-5-11-25-16)15-17-8-4-6-12-26-17/h1-13H,14-15H2,(H2,24,27,28)

Standard InChI Key:  FICJFODAMAGNAQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    5.2360   -3.5370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2349   -4.3607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9471   -4.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6609   -4.3602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6580   -3.5334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9453   -3.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5227   -4.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8128   -4.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1012   -4.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1001   -5.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8166   -6.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5253   -5.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3733   -4.7677    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3746   -5.5890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0845   -4.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6634   -6.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7929   -4.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9540   -5.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2433   -6.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2441   -6.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9616   -7.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6694   -6.8187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7895   -5.5852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5012   -5.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2133   -5.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2094   -4.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4972   -4.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9428   -2.3027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8147   -3.5409    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4 13  1  0
 13 14  1  0
 13 15  1  0
 14 16  1  0
 15 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 17 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 17  1  0
  6 28  1  0
  8 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475881

   ---

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: 402.89

Molecular Weight (Monoisotopic): 402.1360

AlogP: 4.38

#Rotatable Bonds: 6

Polar Surface Area: 80.82

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.13

CX LogP: 4.42

CX LogD: 4.39

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.27

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