2-(2,4-Diamino-pyrimidin-5-ylmethyl)-phenol

ID: ALA137456

PubChem CID: 10703929

Max Phase: Preclinical

Molecular Formula: C11H12N4O

Molecular Weight: 216.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(Cc2ccccc2O)c(N)n1

Standard InChI:  InChI=1S/C11H12N4O/c12-10-8(6-14-11(13)15-10)5-7-3-1-2-4-9(7)16/h1-4,6,16H,5H2,(H4,12,13,14,15)

Standard InChI Key:  LIHIODXVKJKLCB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    5.4417   -5.5125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167   -5.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -6.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7292   -6.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -5.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -5.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0125   -6.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -5.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250   -4.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1625   -6.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -4.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5875   -6.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542   -5.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8667   -6.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1542   -6.3542    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 13  2  0
 16 15  1  0
  8  3  2  0
 16 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA137456

   2-[(2,4-Diaminopyrimidin-5-yl)methyl]phenol

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: 216.24

Molecular Weight (Monoisotopic): 216.1011

AlogP: 0.94

#Rotatable Bonds: 2

Polar Surface Area: 98.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.04

CX Basic pKa: 7.14

CX LogP: 1.45

CX LogD: 1.27

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.69

Np Likeness Score: 0.15

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