5-(2-Allyloxy-benzyl)-pyrimidine-2,4-diamine

ID: ALA135459

PubChem CID: 10563031

Max Phase: Preclinical

Molecular Formula: C14H16N4O

Molecular Weight: 256.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCOc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C14H16N4O/c1-2-7-19-12-6-4-3-5-10(12)8-11-9-17-14(16)18-13(11)15/h2-6,9H,1,7-8H2,(H4,15,16,17,18)

Standard InChI Key:  WRMNVOHUDFCXBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    5.3667   -4.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -4.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3750   -5.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -5.8417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -4.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -5.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -3.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875   -5.8417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3625   -1.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7917   -3.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -2.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -4.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -5.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -5.4417    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  7  2  0
 10  2  1  0
 11  4  1  0
 12 15  1  0
 13 12  2  0
 14  9  1  0
 15 14  1  0
 16  7  1  0
 17  9  1  0
 18 16  2  0
 19 18  1  0
  8  3  2  0
 19 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA135459

   Pyrimidine,2,4-diamino-5-(2-allyloxy)benzyl

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: 256.31

Molecular Weight (Monoisotopic): 256.1324

AlogP: 1.80

#Rotatable Bonds: 5

Polar Surface Area: 87.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.15

CX LogP: 2.33

CX LogD: 2.15

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.80

Np Likeness Score: -0.44

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