2-[2-(2,4-Diamino-pyrimidin-5-ylmethyl)-phenoxy]-acetamide

ID: ALA136925

PubChem CID: 10492478

Max Phase: Preclinical

Molecular Formula: C13H15N5O2

Molecular Weight: 273.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)COc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C13H15N5O2/c14-11(19)7-20-10-4-2-1-3-8(10)5-9-6-17-13(16)18-12(9)15/h1-4,6H,5,7H2,(H2,14,19)(H4,15,16,17,18)

Standard InChI Key:  VCZLYBCGKCGTLD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    4.8417   -4.6667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -4.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8500   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -5.9167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7042   -4.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -4.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4167   -5.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1583   -3.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750   -4.2667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2667   -3.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1583   -4.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292   -3.4375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5625   -5.9167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -3.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -3.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -5.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -4.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750   -5.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -5.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  2  0
  6  3  1  0
  7  6  1  0
  8  5  1  0
  9 15  1  0
 10  7  2  0
 11 10  1  0
 12  9  2  0
 13  2  1  0
 14  4  1  0
 15 11  1  0
 16  9  1  0
 17  7  1  0
 18 10  1  0
 19 17  2  0
 20 19  1  0
  8  3  2  0
 20 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA136925

   2-[2-[(2,4-Diaminopyrimidin-5-yl)methyl]phenoxy]acetamide

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: 273.30

Molecular Weight (Monoisotopic): 273.1226

AlogP: 0.10

#Rotatable Bonds: 5

Polar Surface Area: 130.14

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.15

CX LogP: 0.27

CX LogD: 0.09

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.71

Np Likeness Score: -0.90

References

1. Selassie CD, Gan WX, Kallander LS, Klein TE..  (1998)  Quantitative structure-activity relationships of 2, 4-diamino-5-(2-X-benzyl)pyrimidines versus bacterial and avian dihydrofolate reductase.,  41  (22): [PMID:9784101] [10.1021/jm970776j]

Source

Source(1):

• Scientific Literature