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

ID: ALA4550170

PubChem CID: 155550485

Max Phase: Preclinical

Molecular Formula: C26H28N6O

Molecular Weight: 440.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)COc1ccccc1-c1cc(N(Cc2ccccn2)Cc2ccccn2)nc(N)n1

Standard InChI:  InChI=1S/C26H28N6O/c1-19(2)18-33-24-12-4-3-11-22(24)23-15-25(31-26(27)30-23)32(16-20-9-5-7-13-28-20)17-21-10-6-8-14-29-21/h3-15,19H,16-18H2,1-2H3,(H2,27,30,31)

Standard InChI Key:  DJLCNNPBKVGKOP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.5199  -27.5451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5188  -28.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2310  -28.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9447  -28.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9419  -27.5415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2292  -27.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8066  -28.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0967  -28.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3851  -28.7736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3840  -29.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1005  -30.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8092  -29.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0986  -27.5449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3877  -27.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6572  -28.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6585  -29.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3684  -28.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9473  -30.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0768  -28.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2379  -29.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5272  -30.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5280  -30.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2455  -31.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9533  -30.8268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.0734  -29.5933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7851  -30.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4972  -29.5910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4933  -28.7654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7811  -28.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2267  -26.3108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3895  -26.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6827  -25.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1023  -25.9022    0.0000 C   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
  8 13  1  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
 15 17  1  0
 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
 14 31  1  0
 31 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550170

   ---

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: 440.55

Molecular Weight (Monoisotopic): 440.2325

AlogP: 4.76

#Rotatable Bonds: 9

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: 6.05

CX LogP: 4.90

CX LogD: 4.88

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.40

Np Likeness Score: -1.04

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