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

ID: ALA342714

PubChem CID: 10537435

Max Phase: Preclinical

Molecular Formula: C12H14N4O

Molecular Weight: 230.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C12H14N4O/c1-17-10-5-3-2-4-8(10)6-9-7-15-12(14)16-11(9)13/h2-5,7H,6H2,1H3,(H4,13,14,15,16)

Standard InChI Key:  NIFKTKFMMVWORC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    5.7167   -6.2292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -5.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -6.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7250   -7.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -7.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5792   -5.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2917   -7.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -5.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0042   -4.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4375   -7.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1417   -5.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8667   -7.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -4.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500   -7.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375   -7.0667    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 13  2  0
 17 16  1  0
  8  3  2  0
 17 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA342714

   5-[(2-Methoxyphenyl)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: 230.27

Molecular Weight (Monoisotopic): 230.1168

AlogP: 1.24

#Rotatable Bonds: 3

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: 1.60

CX LogD: 1.42

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.83

Np Likeness Score: -0.38

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