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

ID: ALA4558567

PubChem CID: 155557728

Max Phase: Preclinical

Molecular Formula: C24H23N5O2S

Molecular Weight: 445.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccccc1-c1cc(N(Cc2ccccn2)Cc2ccccn2)nc([S+](C)[O-])n1

Standard InChI:  InChI=1S/C24H23N5O2S/c1-31-22-12-4-3-11-20(22)21-15-23(28-24(27-21)32(2)30)29(16-18-9-5-7-13-25-18)17-19-10-6-8-14-26-19/h3-15H,16-17H2,1-2H3

Standard InChI Key:  XKAHTCZRKJCFJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    5.5915  -21.3705    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8860  -22.6120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8849  -23.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996  -23.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3161  -23.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3132  -22.6084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5978  -22.1993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700  -23.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576  -23.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7432  -23.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7421  -24.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4613  -25.0868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1726  -24.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4594  -22.6118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7458  -22.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0311  -23.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0324  -24.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7450  -23.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3186  -25.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4600  -23.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6067  -24.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8933  -25.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8941  -25.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6142  -26.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3247  -25.9084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4567  -24.6715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1709  -25.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8858  -24.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8818  -23.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1670  -23.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3086  -20.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8763  -20.9594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  3  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  9 14  1  0
 14 15  1  0
  5 16  1  0
 16 17  1  0
 16 18  1  0
 17 19  1  0
 18 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
 20 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 20  1  0
  7  1  1  0
  1 31  1  0
  1 32  1  0
M  CHG  2   1   1  32  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4558567

   ---

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: 445.55

Molecular Weight (Monoisotopic): 445.1572

AlogP: 3.89

#Rotatable Bonds: 8

Polar Surface Area: 87.09

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.44

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -0.87

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