5-((4-methoxyphenylamino)methyl)pyrimidine-2,4-diamine

ID: ALA1097862

PubChem CID: 46888181

Max Phase: Preclinical

Molecular Formula: C12H15N5O

Molecular Weight: 245.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NCc2cnc(N)nc2N)cc1

Standard InChI:  InChI=1S/C12H15N5O/c1-18-10-4-2-9(3-5-10)15-6-8-7-16-12(14)17-11(8)13/h2-5,7,15H,6H2,1H3,(H4,13,14,16,17)

Standard InChI Key:  LUBPBICIXFVWQZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.7473   -6.5583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7484   -7.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0336   -7.7985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -7.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -6.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0354   -6.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4632   -7.7976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0379   -5.3205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071   -6.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8911   -6.5493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1782   -6.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5362   -6.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487   -6.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2460   -5.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5250   -4.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1845   -5.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9547   -4.8909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9505   -4.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  9  1  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  2  0
  2  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
 16 11  1  0
  6  8  1  0
 17 18  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097862

   5-((4-Methoxyphenylamino)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: 245.29

Molecular Weight (Monoisotopic): 245.1277

AlogP: 1.26

#Rotatable Bonds: 4

Polar Surface Area: 99.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.23

CX LogP: 0.70

CX LogD: 0.49

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -0.85

References

1. Bag S, Tawari NR, Degani MS, Queener SF..  (2010)  Design, synthesis, biological evaluation and computational investigation of novel inhibitors of dihydrofolate reductase of opportunistic pathogens.,  18  (9): [PMID:20363634] [10.1016/j.bmc.2010.03.031]

Source

Source(1):

• Scientific Literature