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

ID: ALA335498

PubChem CID: 10562267

Max Phase: Preclinical

Molecular Formula: C13H16N4O

Molecular Weight: 244.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C13H16N4O/c1-2-18-11-6-4-3-5-9(11)7-10-8-16-13(15)17-12(10)14/h3-6,8H,2,7H2,1H3,(H4,14,15,16,17)

Standard InChI Key:  HXHYGBILPKEANE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.3750   -4.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9500   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792   -5.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6625   -5.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -4.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -5.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -3.0917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917   -5.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8000   -3.1000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -5.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -4.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875   -2.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0792   -1.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -5.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0917   -5.1667    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  9  1  0
 13  7  1  0
 14  9  1  0
 15 12  1  0
 16 15  1  0
 17 13  2  0
 18 17  1  0
  8  3  2  0
 18 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA335498

   5-[(2-Ethoxyphenyl)methyl]pyrimidine-2,4-diamine

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: 244.30

Molecular Weight (Monoisotopic): 244.1324

AlogP: 1.63

#Rotatable Bonds: 4

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: 1.96

CX LogD: 1.77

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: -0.68

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