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

ID: ALA4566641

PubChem CID: 155560936

Max Phase: Preclinical

Molecular Formula: C23H21FN6O

Molecular Weight: 416.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(F)ccc1-c1cc(N(Cc2ccccn2)Cc2ccccn2)nc(N)n1

Standard InChI:  InChI=1S/C23H21FN6O/c1-31-21-12-16(24)8-9-19(21)20-13-22(29-23(25)28-20)30(14-17-6-2-4-10-26-17)15-18-7-3-5-11-27-18/h2-13H,14-15H2,1H3,(H2,25,28,29)

Standard InChI Key:  DADBTYOWXSZAHW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.7408  -28.6553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7396  -29.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4518  -29.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1615  -29.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1586  -28.6517    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4500  -28.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0275  -29.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3176  -29.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6059  -29.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048  -30.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213  -31.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0300  -30.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3194  -28.6551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6085  -28.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8739  -29.8860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8752  -30.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5851  -29.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1640  -31.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2976  -29.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4587  -30.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7480  -31.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7489  -31.9411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4663  -32.3484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1700  -31.9370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2943  -30.7035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0059  -31.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7181  -30.7012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7142  -29.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0019  -29.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4476  -27.4210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932  -31.1191    0.0000 F   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
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  6  1  1  0
  2  7  1  0
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  8  9  1  0
  9 10  2  0
 10 11  1  0
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  8 13  1  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
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 16 18  1  0
 17 19  1  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  1  0
 19 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 19  1  0
  6 30  1  0
 10 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4566641

   ---

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: 416.46

Molecular Weight (Monoisotopic): 416.1761

AlogP: 3.87

#Rotatable Bonds: 7

Polar Surface Area: 90.05

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.10

CX LogP: 3.80

CX LogD: 3.78

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -1.26

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