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

ID: ALA135984

Cas Number: 114374-67-3

PubChem CID: 10656265

Max Phase: Preclinical

Molecular Formula: C12H14N4

Molecular Weight: 214.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C12H14N4/c1-8-4-2-3-5-9(8)6-10-7-15-12(14)16-11(10)13/h2-5,7H,6H2,1H3,(H4,13,14,15,16)

Standard InChI Key:  VRTCFOPMHZILGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    5.7792   -1.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3542   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7792   -2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0667   -2.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3500   -2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -1.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625   -0.4667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5000   -2.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -2.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -0.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2042   -2.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -2.5417    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  7  1  0
 13  9  1  0
 14  9  1  0
 15 12  2  0
 16 15  1  0
  8  3  2  0
 16 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA135984

   2,4-Pyrimidinediamine, 5-[(methylphenyl)methyl]-

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: 214.27

Molecular Weight (Monoisotopic): 214.1218

AlogP: 1.54

#Rotatable Bonds: 2

Polar Surface Area: 77.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.27

CX LogD: 2.08

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: -0.54

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