4-(3,4-Dimethoxyphenyl)-6-(pyridin-3-yl)pyrimidin-2-amine

ID: ALA4759442

PubChem CID: 162657761

Max Phase: Preclinical

Molecular Formula: C17H16N4O2

Molecular Weight: 308.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(-c3cccnc3)nc(N)n2)cc1OC

Standard InChI:  InChI=1S/C17H16N4O2/c1-22-15-6-5-11(8-16(15)23-2)13-9-14(21-17(18)20-13)12-4-3-7-19-10-12/h3-10H,1-2H3,(H2,18,20,21)

Standard InChI Key:  FTDQRPRORTZIPE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   34.6962  -16.9918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6950  -17.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4031  -18.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1128  -17.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1099  -16.9882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4013  -16.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9889  -18.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2812  -17.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5737  -18.2161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5726  -19.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2850  -19.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9896  -19.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8176  -18.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8175  -19.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5251  -19.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2331  -19.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2292  -18.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5211  -17.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9348  -17.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.6446  -18.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9420  -19.4400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.9444  -20.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3989  -15.7657    0.0000 N   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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  2  7  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  4 13  1  0
 17 19  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
  6 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759442

   ---

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: 308.34

Molecular Weight (Monoisotopic): 308.1273

AlogP: 2.81

#Rotatable Bonds: 4

Polar Surface Area: 83.15

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.34

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.76

References

1. Robinson WJ,Taylor AE,Lauga-Cami S,Weaver GW,Arroo RRJ,Kaiser M,Gul S,Kuzikov M,Ellinger B,Singh K,Schirmeister T,Botana A,Eurtivong C,Bhambra AS.  (2021)  The discovery of novel antitrypanosomal 4-phenyl-6-(pyridin-3-yl)pyrimidines.,  209  [PMID:33070078] [10.1016/j.ejmech.2020.112871]

Source

Source(1):

• Scientific Literature