N-(3,4-Dichlorobenzyl)-4-(1H-indazol-6-yl)pyrimidin-2-amine

ID: ALA2392367

PubChem CID: 49795862

Max Phase: Preclinical

Molecular Formula: C18H13Cl2N5

Molecular Weight: 370.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(CNc2nccc(-c3ccc4cn[nH]c4c3)n2)cc1Cl

Standard InChI:  InChI=1S/C18H13Cl2N5/c19-14-4-1-11(7-15(14)20)9-22-18-21-6-5-16(24-18)12-2-3-13-10-23-25-17(13)8-12/h1-8,10H,9H2,(H,23,25)(H,21,22,24)

Standard InChI Key:  DKKAPUBGRWMMGK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    6.9199   -2.2534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9188   -3.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6268   -3.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3365   -3.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3337   -2.2498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6251   -1.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0413   -3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0413   -4.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7488   -4.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7448   -3.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6226   -1.0274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3291   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0380   -1.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0383   -1.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7464   -2.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4539   -1.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4488   -1.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7401   -0.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1633   -2.2389    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.1538   -0.5987    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4529   -3.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4554   -4.2968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2390   -4.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7209   -3.8815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2350   -3.2171    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 22  2  0
 21 10  2  0
 10  7  1  0
  4  7  1  0
  6 11  1  0
 11 12  1  0
 12 13  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
 16 19  1  0
 17 20  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2392367

   N-(3,4-dichlorobenzyl)-4-(1H-indazol-6-yl)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: 370.24

Molecular Weight (Monoisotopic): 369.0548

AlogP: 4.94

#Rotatable Bonds: 4

Polar Surface Area: 66.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: 3.81

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.53

Np Likeness Score: -1.82

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