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

ID: ALA135777

PubChem CID: 10707349

Max Phase: Preclinical

Molecular Formula: C15H20N4O

Molecular Weight: 272.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C15H20N4O/c1-2-3-8-20-13-7-5-4-6-11(13)9-12-10-18-15(17)19-14(12)16/h4-7,10H,2-3,8-9H2,1H3,(H4,16,17,18,19)

Standard InChI Key:  VBLPCBQICPKJTP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    5.9000   -4.1625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4750   -4.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9042   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875   -5.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7542   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -4.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -4.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -3.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1792   -2.9292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6167   -5.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3167   -2.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0417   -5.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -4.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -1.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -1.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -5.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8917   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6167   -5.0042    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 16  1  0
 18 13  2  0
 19 17  1  0
 20 18  1  0
  8  3  2  0
 20 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA135777

   5-[(2-Butoxyphenyl)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: 272.35

Molecular Weight (Monoisotopic): 272.1637

AlogP: 2.41

#Rotatable Bonds: 6

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: 2.92

CX LogD: 2.74

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.49

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