N2-(2-Dimethylaminoethyl)-6-methyl-N4-tetradecylpyrimidine-2,4-diamine

ID: ALA4071476

PubChem CID: 137638235

Max Phase: Preclinical

Molecular Formula: C23H45N5

Molecular Weight: 391.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCNc1cc(C)nc(NCCN(C)C)n1

Standard InChI:  InChI=1S/C23H45N5/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-24-22-20-21(2)26-23(27-22)25-18-19-28(3)4/h20H,5-19H2,1-4H3,(H2,24,25,26,27)

Standard InChI Key:  XMWGFAZZVIVTAF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   13.2778   -8.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9869   -9.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6959   -8.8419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4009   -9.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1100   -8.8419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8191   -9.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5241   -8.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2331   -9.2504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9422   -8.8419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2331  -10.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4009  -10.0676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6959  -10.4762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6959  -11.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9869  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2778  -11.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5728  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8637  -11.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1546  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4497  -11.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7406  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0315  -11.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3265  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6174  -11.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9083  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2034  -11.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4943  -11.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7852  -11.2934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9869  -10.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  4 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 12 28  2  0
  2 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4071476

   ---

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: 391.65

Molecular Weight (Monoisotopic): 391.3675

AlogP: 5.87

#Rotatable Bonds: 18

Polar Surface Area: 53.08

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.68

CX LogP: 6.19

CX LogD: 4.78

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.31

Np Likeness Score: -0.98

References

1. Odell LR, Abdel-Hamid MK, Hill TA, Chau N, Young KA, Deane FM, Sakoff JA, Andersson S, Daniel JA, Robinson PJ, McCluskey A..  (2017)  Pyrimidine-Based Inhibitors of Dynamin I GTPase Activity: Competitive Inhibition at the Pleckstrin Homology Domain.,  60  (1): [PMID:27997171] [10.1021/acs.jmedchem.6b01422]

Source

Source(1):

• Scientific Literature