2-(Benzo[d][1,3]dioxol-5-yl)-N-((6-methylpyridin-3-yl)methyl)pyrimidin-4-amine

ID: ALA2392238

PubChem CID: 46172979

Max Phase: Preclinical

Molecular Formula: C18H16N4O2

Molecular Weight: 320.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CNc2ccnc(-c3ccc4c(c3)OCO4)n2)cn1

Standard InChI:  InChI=1S/C18H16N4O2/c1-12-2-3-13(9-20-12)10-21-17-6-7-19-18(22-17)14-4-5-15-16(8-14)24-11-23-15/h2-9H,10-11H2,1H3,(H,19,21,22)

Standard InChI Key:  VXMUTYPDEHYHOO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   12.2152   -2.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2140   -2.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9221   -3.3581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6317   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6289   -2.1260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9203   -1.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3366   -3.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3365   -4.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0440   -4.5811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0401   -2.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7482   -3.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7552   -4.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5358   -4.4148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0113   -3.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5245   -3.0904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9179   -0.9036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6243   -0.4929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3333   -0.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3335   -1.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0416   -2.1203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7491   -1.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7440   -0.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0354   -0.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4586   -2.1151    0.0000 C   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 12  2  0
 11 10  2  0
 10  7  1  0
  4  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
  6 16  1  0
 16 17  1  0
 17 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
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2392238

   2-(1,3-benzodioxol-5-yl)-N-[(6-methylpyridin-3-yl)methyl]pyrimidin-4-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: 320.35

Molecular Weight (Monoisotopic): 320.1273

AlogP: 3.19

#Rotatable Bonds: 4

Polar Surface Area: 69.16

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.84

CX LogP: 2.96

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -1.33

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