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

ID: ALA135987

PubChem CID: 10705453

Max Phase: Preclinical

Molecular Formula: C13H16N4O

Molecular Weight: 244.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C13H16N4O/c1-18-8-10-5-3-2-4-9(10)6-11-7-16-13(15)17-12(11)14/h2-5,7H,6,8H2,1H3,(H4,14,15,16,17)

Standard InChI Key:  XFUNKGSOGJBGBX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.5292   -5.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -5.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1042   -5.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292   -6.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8167   -6.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3875   -5.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -5.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000   -6.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8125   -4.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2500   -6.6625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -3.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -6.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -5.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -2.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9542   -6.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -6.2542    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 13  1  0
 13  9  1  0
 14  7  1  0
 15  9  1  0
 16 12  1  0
 17 14  2  0
 18 17  1  0
  8  3  2  0
 18 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA135987

   5-[[2-(Methoxymethyl)phenyl]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: 1.38

#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: 7.16

CX LogP: 1.63

CX LogD: 1.45

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.85

Np Likeness Score: -0.14

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