4-(Benzo[d][1,3]dioxol-5-yl)-N-(3,5-dichlorobenzyl)pyrimidin-2-amine

ID: ALA2392364

PubChem CID: 46926513

Product Number: B608793, Order Now?

Max Phase: Preclinical

Molecular Formula: C18H13Cl2N3O2

Molecular Weight: 374.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cc(Cl)cc(CNc2nccc(-c3ccc4c(c3)OCO4)n2)c1

Standard InChI:  InChI=1S/C18H13Cl2N3O2/c19-13-5-11(6-14(20)8-13)9-22-18-21-4-3-15(23-18)12-1-2-16-17(7-12)25-10-24-16/h1-8H,9-10H2,(H,21,22,23)

Standard InChI Key:  FFJGYBJUQCZAAY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -1.8022  -30.7891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010  -31.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0976  -32.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3875  -31.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3846  -30.7855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958  -30.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246  -32.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3246  -32.8332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0321  -33.2406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0281  -31.6057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1016  -29.5630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883  -29.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7362  -32.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432  -32.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5238  -33.0742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9994  -32.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125  -31.7499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3941  -28.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162  -27.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3141  -27.1089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971  -26.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1080  -27.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1054  -27.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208  -26.6986    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8175  -26.7127    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 14  2  0
 13 10  2  0
 10  7  1  0
  4  7  1  0
  6 11  1  0
 11 12  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 12 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 20 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2392364

   4-(1,3-benzodioxol-5-yl)-N-[(3,5-dichlorophenyl)methyl]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: 374.23

Molecular Weight (Monoisotopic): 373.0385

AlogP: 4.79

#Rotatable Bonds: 4

Polar Surface Area: 56.27

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.90

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.13

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