N-(3,4-dichlorobenzyl)-4-(3-methoxyphenyl)pyrimidin-2-amine

ID: ALA2392362

PubChem CID: 46172966

Max Phase: Preclinical

Molecular Formula: C18H15Cl2N3O

Molecular Weight: 360.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2ccnc(NCc3ccc(Cl)c(Cl)c3)n2)c1

Standard InChI:  InChI=1S/C18H15Cl2N3O/c1-24-14-4-2-3-13(10-14)17-7-8-21-18(23-17)22-11-12-5-6-15(19)16(20)9-12/h2-10H,11H2,1H3,(H,21,22,23)

Standard InChI Key:  IOJVCHVCXVTROS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.1894  -22.1756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1883  -22.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8963  -23.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6060  -22.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032  -22.1720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945  -21.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108  -23.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3108  -24.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0183  -24.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7263  -24.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7224  -23.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0143  -22.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8921  -20.9495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5986  -20.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3075  -20.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3078  -21.7598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0159  -22.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7233  -21.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7183  -20.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0096  -20.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4328  -22.1610    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4280  -22.9837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1378  -23.3887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4233  -20.5209    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
  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  7  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 11 22  1  0
 22 23  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2392362

   N-[(3,4-dichlorophenyl)methyl]-4-(3-methoxyphenyl)pyrimidin-2-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 360.24

Molecular Weight (Monoisotopic): 359.0592

AlogP: 5.07

#Rotatable Bonds: 5

Polar Surface Area: 47.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.81

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -1.47

References

1. Coombs TC, Tanega C, Shen M, Wang JL, Auld DS, Gerritz SW, Schoenen FJ, Thomas CJ, Aubé J..  (2013)  Small-molecule pyrimidine inhibitors of the cdc2-like (Clk) and dual specificity tyrosine phosphorylation-regulated (Dyrk) kinases: development of chemical probe ML315.,  23  (12): [PMID:23642479] [10.1016/j.bmcl.2013.02.096]

Source

Source(1):

• Scientific Literature